Product Name

  • Name

    4-Methoxyphenylboronic acid

  • EINECS 216-845-5
  • CAS No. 5720-07-0
  • Article Data130
  • CAS DataBase
  • Density 1.17 g/cm3
  • Solubility
  • Melting Point 204-206 °C(lit.)
  • Formula C7H9BO3
  • Boiling Point 306.8 °C at 760 mmHg
  • Molecular Weight 151.958
  • Flash Point 139.3 °C
  • Transport Information
  • Appearance white to light beige crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5720-07-0 (4-Methoxyphenylboronic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Benzeneboronicacid, p-methoxy- (6CI,7CI,8CI);Boronic acid, (4-methoxyphenyl)- (9CI);(4-Methoxyphenyl)boric acid;(4-Methoxyphenyl)boronic acid;(p-Methoxyphenyl)boronic acid;4-Anisylboronic acid;4-Methoxybenzeneboronicacid;[4-(Methyloxy)phenyl]boronic acid;p-Anisylboronic acid;p-Methoxybenzeneboronic acid;
  • PSA 49.69000
  • LogP -0.62500

Synthetic route

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h;99%
Stage #1: 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With potassium hydrogen difluoride In methanol at 20℃; for 0.25h;
Stage #2: With lithium hydroxide In acetonitrile at 20℃; for 20h;		95%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With iodine; magnesium In tetrahydrofuran at 20 - 80℃;
Stage #2: With Trimethyl borate In tetrahydrofuran at -10 - 20℃;		97%
Stage #1: 1-bromo-4-methoxy-benzene With diisobutylaluminium hydride; magnesium; lithium chloride In tetrahydrofuran; toluene at 20℃; for 15h; Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran; toluene at 0℃; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; toluene at 0℃; Inert atmosphere;		92%
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran
Stage #2: With Trimethyl borate In tetrahydrofuran for 6h; Acidic conditions;		91%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Trimethyl borate
121-43-7

Trimethyl borate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With Mg In tetrahydrofuran Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF;97%
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran
Stage #2: Trimethyl borate In tetrahydrofuran; diethyl ether at -70 - 20℃;		95%
With magnesium In tetrahydrofuran; diethyl ether aryl bromide soln. dropped to Mg in THF, filtered, Grignard soln. added dropwise to soln. of calcd. amt. of B compd. in Et2O at -70°C, warming to room temp. overnight; mixt. added to ice cold and concd. aq. H2SO4, stirred for 30 min, extd. with ether (repeatedly), dried with Na2SO4, evapn., dried in vac., elem.anal.;95%
hydrogenchloride
7647-01-0

hydrogenchloride

Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)
883153-46-6

Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]
83095-83-4, 14647-25-7

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

B

2,4,6-tris(4-methoxyphenyl)boroxine
7294-51-1

2,4,6-tris(4-methoxyphenyl)boroxine

C

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran under N2 or Ar; to a THF soln. of Pt-contg. compd. (0.05 mmol) was addedHCl (0.1 mmol); stirring at room temp. for 2 h; addn. of hexane; the complex was filtered off and dried under vac.; elem. anal.;A 97%
B n/a
C n/a
...Expand
4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at 20℃;
Stage #2: With acidic aq. solution		96%
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water		71%
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran Further stages.;		4.37 g
With Trimethyl borate at -78℃; for 8h;
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
96%
Stage #1: 4-chloromethoxybenzene With tetrahydroxydiboron; ethanol; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[(2-(2-aminoethyl)phenyl)]palladium(II); potassium acetate; sodium t-butanolate; XPhos at 80℃; for 18h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In ethyl acetate for 0.5h; Inert atmosphere;		82%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 2h; Inert atmosphere;
With methanol; tetrakis(dimethylamido)diborane; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium acetate; XPhos at 20 - 60℃; for 5.0833h; Inert atmosphere; Sealed tube;
potassium 4-(methoxy)phenyltrifluoroborate

potassium 4-(methoxy)phenyltrifluoroborate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With aluminum oxide; water at 70℃; for 0.25h; Microwave irradiation;93%
With water; silica gel at 20℃; for 1h; Inert atmosphere;83%
With iron(III) chloride; water In tetrahydrofuran at 20℃; for 0.5h;81%
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran; methanol at 50℃; for 1h; Catalytic behavior; Reagent/catalyst; Concentration; Time; Inert atmosphere;92%
In methanol at 15℃; for 3h; Microwave irradiation;87%
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); tetramethyl ammonium acetate In 2-methyltetrahydrofuran; methanol; water at 40℃; for 8h; Schlenk technique; Inert atmosphere;70%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Triisopropyl borate
5419-55-6

Triisopropyl borate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃;		91%
With magnesium; iodine; hydrochloric acid In tetrahydrofuran; diethyl ether Mg and I2 heated under Ar, diethyl ether and soln. of 4-bromoanisole added, mixt. warmed to 40°C for 30 min, soln. transferred into soln.of (iso-PrO)3B in THF at -78°C, stirred overnight, warmed to roo m temp., HCl added, stirred for 1 h; extn. (aq. NH4Cl/NaOH and EtOAc), drying (MgSO4), evapn.;20%
With n-butyllithium In tetrahydrofuran; hexane
Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)
883153-46-6

Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Pt(CF3CO2)2(dppe)
69005-06-7

Pt(CF3CO2)2(dppe)

B

2,4,6-tris(4-methoxyphenyl)boroxine
7294-51-1

2,4,6-tris(4-methoxyphenyl)boroxine

C

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran under N2 or Ar; to a THF soln. of Pt-contg. compd. (0.05 mmol) was addedCF3COOH (0.1 mmol); stirring at room temp. for 2 h; addn. of hexane; the complex was filtered off and dried under vac.; elem. anal.;A 91%
B n/a
C n/a
...Expand
methanol
67-56-1

methanol

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

dicyclohexylamine borane complex
131765-96-3

dicyclohexylamine borane complex

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene; dicyclohexylamine borane complex With magnesium In tetrahydrofuran at 70℃;
Stage #2: methanol In tetrahydrofuran at 0℃; for 1h;
Stage #3: With hydrogenchloride; water In methanol at 20℃; for 1h;		91%
...Expand
water
7732-18-5

water

potassium 4-(methoxy)phenyltrifluoroborate

potassium 4-(methoxy)phenyltrifluoroborate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With montmorillonite K10 at 25℃; for 1.5h;90%
With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere;81%
With glass or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or Cs2CO3; not isolated;
para-iodoanisole
696-62-8

para-iodoanisole

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-iodoanisole With diisopropopylaminoborane; triethylamine; triphenylphosphine; palladium dichloride In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;		89%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 1h; Inert atmosphere;
(p-methoxyphenyl)tri-n-butylstannane
70744-47-7

(p-methoxyphenyl)tri-n-butylstannane

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With borane; water In tetrahydrofuran for 1h; Heating;88%
4-methoxyphenyl triflate
66107-29-7

4-methoxyphenyl triflate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxyphenyl triflate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;		87%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 2h; Inert atmosphere;
With methanol; tetrakis(dimethylamido)diborane; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium acetate; XPhos at 20 - 60℃; for 6.5833h; Inert atmosphere; Sealed tube;
methanol
67-56-1

methanol

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

diisopropylamine borane
55124-35-1

diisopropylamine borane

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 70℃;
Stage #3: methanol Reagent/catalyst; Further stages;		87%
...Expand
triethyl borate
150-46-9

triethyl borate

p-methoxyphenyllithium
14774-77-7

p-methoxyphenyllithium

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran addn. of B-compd. to org. compd. in THF, stirring (-78°C, 1.5 h); addn. of satd. soln. of aq. NH4Cl (-78°C), warming (room temp.),DDN: OF H2O, shaking with ether, washing of ether extracts (satd. aq. NaHCO3 and satd. brine), drying (Na2SO4), filtration, evapn. (vac.), crystn. (H2O);86%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In methanol; water at 0 - 5℃; for 0.5h;
Stage #2: With tetrahydroxydiboron In methanol; water at 20℃; for 1h;		86%
Multi-step reaction with 2 steps
1.1: water / 0.03 h / 20 °C
1.2: 0.25 h / 0 °C
2.1: N,N-dimethyl-formamide / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: tetrafluoroboric acid; sodium nitrite / water / 1 h / 0 °C
1.2: 0 - 20 °C
2.1: methanol / 17 h / 20 °C / Irradiation; Inert atmosphere; Schlenk technique
View Scheme
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

water
7732-18-5

water

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With NaOC(CH3)3; 2,4,6-(i-Pr)3C6H2C6H4[2-P(cyclo-C6H11)2]; KOAc In ethanol mixt. B2(OH)4, hexane wash, Pd-complex, (iPr)3C6H2C6H4-2-P(cyclo-C6H11),NaOBu-t and excess KOAc in EtOH at 80°C for 18 h;82%
...Expand
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-methoxy-N,N,N-trimethylbenzenaminium iodide
17310-99-5

4-methoxy-N,N,N-trimethylbenzenaminium iodide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In methanol at 15℃; for 3h; Microwave irradiation;82%
2,5-bis-(4-methoxyphenyl)-4,4-dimethyl-[1,3,2]dioxaborolane

2,5-bis-(4-methoxyphenyl)-4,4-dimethyl-[1,3,2]dioxaborolane

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 24h;80%
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h;		77%
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With potassium carbonate In water at 20℃; for 0.333333h; Reagent/catalyst; Solvent;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 4h; Inert atmosphere;
Stage #3: water With hydrogenchloride		77%
...Expand
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Trimethyl borate
121-43-7

Trimethyl borate

sulfuric acid
7664-93-9

sulfuric acid

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With magnesium In tetrahydrofuran74%
...Expand
borane
13283-31-3

borane

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With water In tetrahydrofuran slow addn. of 10 mmol of the Grignard reagent to a stirred soln. of borane in THF (40 mmol); the mixt. was poured into ice-water and acidified with 10% HCl;; extn. into ether three-times; the combined extracts were dried over NaSO4; removal of solvent under reduced pressure; trituration with petroleum ether; recrystn. from H2O;;73%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

diisopropylamine borane
55124-35-1

diisopropylamine borane

para-bromotoluene
106-38-7

para-bromotoluene

water
7732-18-5

water

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

C

B-(4-methoxyphenyl)-B-(4-methylphenyl)borinic acid

B-(4-methoxyphenyl)-B-(4-methylphenyl)borinic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane; para-bromotoluene With magnesium In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 40℃; for 14h; Inert atmosphere;
Stage #3: water In tetrahydrofuran Temperature; Inert atmosphere;		A 9%
B 12%
C 73%
...Expand
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

para-iodoanisole
696-62-8

para-iodoanisole

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); tetramethyl ammonium acetate In 2-methyltetrahydrofuran; methanol; water at 40℃; for 6.5h; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;70%
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); tributyl-amine; water In acetonitrile at 25℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;40%
In methanol; water at -5℃; for 0.166667h; UV-irradiation; Flow reactor; chemoselective reaction;100 %Spectr.
With [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2]; sodium acetate In dichloromethane; water at 40℃; for 6h; Inert atmosphere;
o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

methyl 4'-methoxybiphenyl-2-carboxylate
17103-25-2

methyl 4'-methoxybiphenyl-2-carboxylate

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; acetonitrile at 60℃; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate In tetrahydrofuran; water at 80℃; for 14h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;95%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In toluene for 18h; Heating;80%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.166667h;100%
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;96%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; Sealed tube;85%
bromobenzene
108-86-1

bromobenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; p-tolylboronic pinacol ester In 1,4-dioxane; water at 70℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; chemoselective reaction;100%
With potassium carbonate In ethanol; water at 50℃; for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling;100%
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating;99%
iodobenzene
591-50-4

iodobenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With SIPr-PdCl2-Py; sodium t-butanolate In tetrahydrofuran at 70℃; for 12h; Suzuki-Miyaura Coupling;100%
With caesium carbonate; 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide In N,N-dimethyl-formamide at 125 - 130℃; for 19h; Suzuki-Miyaura cross-coupling reaction;99%
para-chlorotoluene
106-43-4

para-chlorotoluene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[9-(3-methyl-1H-imidazol-3-ium-1-yl)nonyl]-3H-1,2,3-triazol-1-ium diiodide; caesium carbonate In 1,4-dioxane Suzuki-Miyaura reaction; Inert atmosphere; Heating;100%
With tris(dibenzylideneacetone)dipalladium (0); C3H3N2(C9H11)2*HCl; caesium carbonate In 1,4-dioxane at 80℃; for 1.5h;99%
Stage #1: 4-methoxyphenylboronic acid With allyl(1,3-bis(2,6-diisopropyl-4-(3-((3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)oxy)propyl)phenyl)-imidazol-2-ylidene)palladium(II) chloride; potassium tert-butylate In ethanol at 30℃; for 0.5h; Inert atmosphere;
Stage #2: para-chlorotoluene In ethanol at 30℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Suzuki Coupling; Inert atmosphere;		99%
4-tolyl iodide
624-31-7

4-tolyl iodide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 0.166667h; Suzuki Coupling;100%
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;99%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-(4'-methoxyphenyl)benzaldehyde
52988-34-8

4-(4'-methoxyphenyl)benzaldehyde

Conditions
ConditionsYield
With sodium carbonate In ethanol at 75℃; for 2h; Suzuki-Miyaura cross coupling;100%
With palladium 10% on activated carbon; caesium carbonate at 100℃; for 24h; Suzuki-Miyaura coupling; Neat (no solvent);100%
With potassium tert-butylate In ethanol; water at 25℃; for 2h; Suzuki-Miyaura Coupling;100%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

N,N-dimethyl 2-iodo-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide
284663-47-4

N,N-dimethyl 2-iodo-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide

N,N-dimethyl 2-(p-methoxyphenyl)-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide
284663-48-5

N,N-dimethyl 2-(p-methoxyphenyl)-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium sulfate In methanol; toluene at 90 - 100℃; for 2h; Phenylation;100%
para-bromotoluene
106-38-7

para-bromotoluene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating;100%
With C21H26Cl2N2Pd; potassium carbonate In toluene at 110℃; for 18h; Suzuki Coupling; Inert atmosphere; Sealed tube;100%
With tetrabutylammomium bromide; sodium carbonate; palladium contaminants present in sodium carbonate In water at 150℃; for 0.0833333h; Suzuki coupling; microwave irradiation;99%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4'-methoxy-2-methylbiphenyl
92495-54-0

4'-methoxy-2-methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; palladium-incarcerated polystyrene-based copolymer; tris(o-methoxyphenyl)phosphine In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;100%
With potassium phosphate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In toluene at 20℃; for 6h; Suzuki cross-coupling;98%
With potassium fluoride; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 2h; Suzuki cross-coupling;98%
p-tolyl triflate
29540-83-8

p-tolyl triflate

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[9-(3-methyl-1H-imidazol-3-ium-1-yl)nonyl]-3H-1,2,3-triazol-1-ium diiodide; caesium carbonate In 1,4-dioxane Suzuki-Miyaura reaction; Inert atmosphere; Heating;100%
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 4h; Suzuki cross-coupling;95%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

para-bromoacetophenone
99-90-1

para-bromoacetophenone

1-(4'-methoxy-biphenyl-4-yl)-ethanone
13021-18-6

1-(4'-methoxy-biphenyl-4-yl)-ethanone

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 2h; Suzuki-Miyaura reaction;100%
With potassium carbonate In water at 80℃; for 5h; Suzuki Coupling;100%
With potassium carbonate In methanol at 25℃; for 1h; Wavelength; Suzuki-Miyaura Coupling; Inert atmosphere; Irradiation;100%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(4-methoxyphenyl)aniline
1137-77-5

4-(4-methoxyphenyl)aniline

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With potassium carbonate In ethanol at 78℃; for 1h; Suzuki-Miyaura coupling; Air atmosphere;96%
With potassium carbonate In methanol; water at 40 - 45℃; for 1.5h; Suzuki Coupling;92%
3-Bromopyridine
626-55-1

3-Bromopyridine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

3-(4-methoxyphenyl)pyridine
5958-02-1

3-(4-methoxyphenyl)pyridine

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;100%
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling;99%
With sodium phosphate; palladium on activated charcoal In isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura coupling reaction;98%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

5-chloro-4-methoxy-2-methyl-2H-pyridazin-3-one
77541-59-4

5-chloro-4-methoxy-2-methyl-2H-pyridazin-3-one

4-methoxy-5-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone
335349-24-1

4-methoxy-5-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

5-chloro-4-methoxy-2-phenyl-3(2H)-pyridazinone
76929-42-5

5-chloro-4-methoxy-2-phenyl-3(2H)-pyridazinone

4-methoxy-5-(4-methoxyphenyl)-2-phenyl-3(2H)-pyridazinone
335349-29-6

4-methoxy-5-(4-methoxyphenyl)-2-phenyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxy-phenol
150-76-5

4-methoxy-phenol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 8h; Reagent/catalyst; Irradiation; Sonication;100%
With solid poly(N-vinylpyrrolidone)-hydrogen peroxide complex (PVD-H2O2 complex) In dichloromethane at 20℃; regioselective reaction;99%
With menadione; sodium hydrogencarbonate; sodium L-ascorbate In ethanol; water at 20℃; under 760.051 Torr; for 24h; pH=8.5; Darkness; Green chemistry;99%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-chloro-5-methoxy-2-methyl-2H-pyridazin-3-one
14628-57-0

4-chloro-5-methoxy-2-methyl-2H-pyridazin-3-one

5-methoxy-4-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone

5-methoxy-4-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
4-(trifluormethanesulfonyloxy)benzaldehyde
17763-69-8

4-(trifluormethanesulfonyloxy)benzaldehyde

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-(4'-methoxyphenyl)benzaldehyde
52988-34-8

4-(4'-methoxyphenyl)benzaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; lithium chloride In ethanol; toluene Suzuki coupling; Heating;100%
With potassium phosphate; C18H9F5NOP(2-)*Pd(2+)*C3H7NO In ethanol at 20℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;78%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4,4'-Dimethoxybiphenyl
2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With air; potassium carbonate; [Pd(Cl)κ2N,C,-CH2C6H2(4,6-Me)2CH=NC6H3(2,6-iPr)2]2 In ethanol for 2h; Suzuki-Miyaura coupling reaction; Heating;100%
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 5h; Suzuki-Miyaura cross-coupling;100%
With potassium carbonate In water at 50℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2,3-bis(4-methoxyphenyl)naphthalene-1,4-dione
50982-55-3

2,3-bis(4-methoxyphenyl)naphthalene-1,4-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; benzene for 4h; Suzuki coupling; Heating;100%
para-iodoanisole
696-62-8

para-iodoanisole

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4,4'-Dimethoxybiphenyl
2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With potassium phosphate monohydrate; 4,4'-di-tBu-2,2'-dipyridylpalladium(II) dichloride In methanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling;100%
With potassium carbonate In water at 80℃; for 2h; Suzuki Coupling;100%
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
p-trifluoromethylphenyl bromide
402-43-7

p-trifluoromethylphenyl bromide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1-(4-methoxyphenyl)-4-(trifluoromethyl)benzene
10355-12-1

1-(4-methoxyphenyl)-4-(trifluoromethyl)benzene

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;100%
With sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; palladium diacetate In water at 60℃; for 1h; Suzuki coupling;99%
With potassium phosphate; [5-(3-butylbenzimidazol-2-yliden-1-yl)-25,26,27,28-tetrapropyloxy calix[4]arene] (pyridine) palladium(II) dibromide In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;99%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-chloro-6-iodo-quinoline
40107-07-1

4-chloro-6-iodo-quinoline

4-chloro-6-(4-methoxyphenyl)quinoline
500127-41-3

4-chloro-6-(4-methoxyphenyl)quinoline

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 64℃; for 15h; Product distribution; Further Variations:; Catalysts; Reaction partners; Reagents; Solvents; temperatures, reaction times; Suzuki reaction;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 15h; Product distribution; Further Variations:; Catalysts; Heating;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxy-4'-nitrobiphenyl
2143-90-0

4-methoxy-4'-nitrobiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With palladium diacetate; 4-Ph2P-C6H4-2-N-glucosamine; sodium carbonate In tetrahydrofuran; ethanol; water at 60℃; for 18h;99%
With polyhydroxylated phosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 60℃; for 18h;99%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

4-methoxy-4'-nitrobiphenyl
2143-90-0

4-methoxy-4'-nitrobiphenyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With C12H10N3OPol; tetrabutylammomium bromide; palladium diacetate; potassium carbonate In water at 100℃; for 15h; Suzuki-Miyaura reaction;99%
With sodium tetrachloropalladate(II); 5-[3-(4-carboxy-2,6-dimethylphenyl)-2-thioxoimidazolidin-1-yl]benzene-1,2,3-tricarboxylic acid; tetrabutylammomium bromide; potassium hydroxide In water at 100℃; for 10h; Temperature; Suzuki-Miyaura Coupling; Sealed tube;99%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

9,15-bis(trifluoromethylsulfonyloxy)<212,13><5.2>metacyclophane
135019-26-0

9,15-bis(trifluoromethylsulfonyloxy)<212,13><5.2>metacyclophane

C35H36O2

C35H36O2

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 110 - 120℃; for 24h; Suzuki coupling reaction;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

(R)-3-(4-methoxyphenyl)cyclopentan-1-one
155325-51-2

(R)-3-(4-methoxyphenyl)cyclopentan-1-one

Conditions
ConditionsYield
With potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; bis(ethylene)rhodium(I) chloride dimer In 1,4-dioxane; water at 50℃; for 1h;100%
With chlorobis(ethylene)rhodium(I) dimer; C22H20N2O4; potassium hydroxide In ethanol at 30℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;98%
With chlorobis(ethylene)rhodium(I) dimer; (R)-6,6'-dimethoxy-P2,P2,P2',P2'-tetrakis-[4-(trifluoromethyl)phenyl]-biphenyl-2,2'-bisphosphine; potassium hydroxide In water; toluene at 20℃; for 6.5h; Inert atmosphere; optical yield given as %ee; stereoselective reaction;96%
3-Bromothianaphthene
7342-82-7

3-Bromothianaphthene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

3-(4-methoxy-phenyl)-benzo[b]thiophene
24257-23-6

3-(4-methoxy-phenyl)-benzo[b]thiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Reflux; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Inert atmosphere; Reflux;100%
With di-1-adamantyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;76%
With di-1-adamantyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;76%
tetrakis(triphenylphosphine) palladium(0) Suzuki-Miyaura reaction;52%
diphenyl diselenide
1666-13-3

diphenyl diselenide

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

p-methoxyphenyl phenyl selenide
80448-01-7

p-methoxyphenyl phenyl selenide

Conditions
ConditionsYield
With Cu NPs/Ac In dimethyl sulfoxide at 20 - 100℃; for 3h; Sealed tube; Sonication;100%
With indium tribromide In dimethyl sulfoxide at 130℃; for 20h;98%
With Oxone In ethanol at 60℃; for 2h; Solvent; Temperature; Schlenk technique;98%

4-Methoxyphenylboronic acid Specification

The 4-Methoxybenzeneboronic acid, with the CAS registry number 45713-46-0, is also known as Borane, (4-methoxyphenyl)-. This chemical's molecular formula is C7H9BO and molecular weight is 120.07. What's more, its systematic name is called (4-Methoxyphenyl)borane.

Physical properties about 4-Methoxybenzeneboronic acid are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 9.23 Å2.

You can still convert the following datas into molecular structure:
(1) SMILES: Bc1ccc(OC)cc1
(2) InChI: InChI=1S/C7H9BO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
(3) InChIKey: GUWCCSZKDJGBDW-UHFFFAOYSA-N

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