Product Name

  • Name

    4-tert-Butylphenylboronic acid

  • EINECS -0
  • CAS No. 123324-71-0
  • Article Data16
  • CAS DataBase
  • Density 1.02 g/cm2
  • Solubility
  • Melting Point 193-199 ºC
  • Formula C10H15BO2
  • Boiling Point 296.7 ºC at 760 mmHg
  • Molecular Weight 178.039
  • Flash Point 133.2 ºC
  • Transport Information
  • Appearance white to off-white crystalline powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 123324-71-0 (4-tert-Butylphenylboronic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 4-t-Butylphenylboronic acid;4-tert-Butyl-phenyl boronic acid;(4-t-Butylphenyl)boronic acid;4-(tert-Butyl)Phenylboronic Acid;4-Tertbutylphenylboronic Acid;4-tert-butylphenyl boronic acid;4-tert-butylphenyl boronic acid;4-tert-Butylbenzeneboronic acid; 4-(tert-Butyl)phenylboronic acid;4-(tert-Butyl)benzeneboronic acid;4-tert-Butylbenzene boronic acid;
  • PSA 40.46000
  • LogP 0.66390

Synthetic route

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-tert-butylbenzene With n-butyllithium In tetrahydrofuran at -78 - -45℃; for 3h;
Stage #2: With boric acid tributyl ester In tetrahydrofuran at -78 - 20℃;
Stage #3: Acid hydrolysis;
90%
Stage #1: 1-bromo-4-tert-butylbenzene With magnesium In tetrahydrofuran Heating;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #3: With hydrogenchloride
80%
Stage #1: 1-bromo-4-tert-butylbenzene With Trimethyl borate In tetrahydrofuran at -20 - 0℃; Inert atmosphere;
Stage #2: With sulfuric acid In tetrahydrofuran at 0 - 10℃; for 10h; Inert atmosphere;
72.8%
water
7732-18-5

water

potassium (4-tert-butyl)phenyltrifluoroborate

potassium (4-tert-butyl)phenyltrifluoroborate

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere;85%
Trimethyl borate
121-43-7

Trimethyl borate

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-tert-butylbenzene With magnesium In tetrahydrofuran
Stage #2: Trimethyl borate In tetrahydrofuran; diethyl ether at -70 - 20℃;
83.4%
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.;83.4%
With Mg; H2SO4 In tetrahydrofuran; diethyl ether aryl bromide in THF was added to Mg turnings, filtered, added dropwise with stirring to trimethyl borate in ether at -70°C, the suspn. was allowed to warm to room temp. overnight, added with stirring to ice, concd. H2SO4, stirred for 30 min (Ar); shaken with ether, dried over Na2SO4, evapd., filtered, dried in vac.; elem. anal.;83.4%
boric acid tributyl ester
688-74-4

boric acid tributyl ester

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
With sulfuric acid; magnesium In diethyl ether; water10%
tert-butylbenzene
253185-03-4, 253185-04-5

tert-butylbenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 100 percent / Br2; I2 / 0 °C
2.1: n-BuLi / tetrahydrofuran / 3 h / -78 - -45 °C
2.2: tributyl borate / tetrahydrofuran / -78 - 20 °C
2.3: 90 percent / Acid hydrolysis
View Scheme
4-tert-butylphenylboronic dimethyl ester
1092730-06-7

4-tert-butylphenylboronic dimethyl ester

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; pH=3 - 5;
C20H25BO2

C20H25BO2

A

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

B

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
In chloroform-d1 at 25℃; Equilibrium constant; Sealed tube;
C20H27BN2

C20H27BN2

A

4-(tert-butyl)-1,2-diaminobenzene
68176-57-8

4-(tert-butyl)-1,2-diaminobenzene

B

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
In chloroform-d1 at 25℃; Equilibrium constant; Sealed tube;
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

Conditions
ConditionsYield
With potassium tert-butylate In methanol at 0 - 20℃;
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4-tert-butylphenylboronic acid sodium hydroxide salt

4-tert-butylphenylboronic acid sodium hydroxide salt

Conditions
ConditionsYield
With sodium hydroxide In toluene100%
ethyl 2-iodobenzoate
1829-28-3

ethyl 2-iodobenzoate

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4'-tert-butylbiphenyl-2-carboxylic acid ethyl ester
863492-39-1

4'-tert-butylbiphenyl-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide for 18h; Heating / reflux;100%
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane for 90h; Heating / reflux;
3-(nitromethylene)oxetane
922500-95-6

3-(nitromethylene)oxetane

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

3-(4-tert-butylphenyl)-3-(nitromethyl)oxetane
1221819-55-1

3-(4-tert-butylphenyl)-3-(nitromethyl)oxetane

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; water; potassium hydroxide In 1,4-dioxane at 20℃; for 2h;100%
para-bromotoluene
106-38-7

para-bromotoluene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

1-(4-tert-butylphenyl)-4-methylbenzene

1-(4-tert-butylphenyl)-4-methylbenzene

Conditions
ConditionsYield
With C21H26Cl2N2Pd; potassium carbonate In toluene at 110℃; for 18h; Suzuki Coupling; Inert atmosphere; Sealed tube;100%
With C21H15ClN2O2Pd; potassium carbonate In water at 50℃; for 0.0833333h; Suzuki-Miyaura Coupling;98%
With C22H26N2O6Pd2; potassium carbonate In isopropyl alcohol at 20℃; for 17h; Suzuki-Miyaura Coupling;98%
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

para-tert-butylphenol
98-54-4

para-tert-butylphenol

Conditions
ConditionsYield
With water; 3-chloro-benzenecarboperoxoic acid In ethanol at 20℃; for 6h;100%
With dihydrogen peroxide In water at 20℃; for 0.166667h;98%
With 3,4,5-trihydroxybenzoic acid; sodium hydrogencarbonate In ethanol; water at 20℃; for 24h; Reagent/catalyst; Solvent; Green chemistry;98%
7-chloro-2-cyclohexylmethylindan-1-one
1147270-21-0

7-chloro-2-cyclohexylmethylindan-1-one

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

7-(4'-tert-butylphenyl)-2-cyclohexylmethylindan-1-one
1147270-22-1

7-(4'-tert-butylphenyl)-2-cyclohexylmethylindan-1-one

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; sodium carbonate; palladium diacetate In water; ethylene glycol at 125℃; Inert atmosphere;100%
With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate In water; ethylene glycol at 125℃; for 4h; Inert atmosphere;100%
7-chloro-2-(2,2-dimethylpropyl)indan-1-one
1147270-30-1

7-chloro-2-(2,2-dimethylpropyl)indan-1-one

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

7-(4'-tert-butylphenyl)-2-(2,2-dimethylpropyl)indan-1-one
1147270-31-2

7-(4'-tert-butylphenyl)-2-(2,2-dimethylpropyl)indan-1-one

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; sodium carbonate; palladium diacetate In water; ethylene glycol at 125℃; Inert atmosphere;100%
With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate In water; ethylene glycol at 125℃; for 4h; Inert atmosphere;100%
7-chloro-2-(1-adamantylmethyl)-indan-1-one

7-chloro-2-(1-adamantylmethyl)-indan-1-one

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

7-(4'-tert-butyl-phenyl)-2-(1-adamantylmethyl)-indan-1-one

7-(4'-tert-butyl-phenyl)-2-(1-adamantylmethyl)-indan-1-one

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; sodium carbonate; palladium diacetate In water; ethylene glycol at 125℃; Inert atmosphere;100%
8-methyl-1,5-naphthyridin-4-yl trifluoromethanesulfonate
1446863-36-0

8-methyl-1,5-naphthyridin-4-yl trifluoromethanesulfonate

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4-(4-(tert-butyl)phenyl)-8-methyl-1,5-naphthyridine
1446863-38-2

4-(4-(tert-butyl)phenyl)-8-methyl-1,5-naphthyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane at 80℃; for 1h; Suzuki Coupling;100%
Stage #1: 8-methyl-1,5-naphthyridin-4-yl trifluoromethanesulfonate; p-tert-butylphenylboronic acid With sodium carbonate In 1,2-dimethoxyethane for 0.25h;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 80℃; for 1h;
100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane at 80℃; for 1h; Inert atmosphere;100%
o-iodo-methyl-benzoic acid
610-97-9

o-iodo-methyl-benzoic acid

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

methyl 4′-(tert butyl)-[1,1′-biphenyl]-2-carboxylate
1528793-37-4

methyl 4′-(tert butyl)-[1,1′-biphenyl]-2-carboxylate

Conditions
ConditionsYield
With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate In tetrahydrofuran; water at 80℃; for 14h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;100%
With palladium diacetate; sodium carbonate In water; acetonitrile at 60℃; Suzuki-Miyaura Coupling; Inert atmosphere;90%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 20 - 80℃; Suzuki Coupling; Schlenk technique; Inert atmosphere;
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 80℃; Inert atmosphere; Schlenk technique;
3-methoxy-thiophene
17573-92-1

3-methoxy-thiophene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C15H18OS

C15H18OS

Conditions
ConditionsYield
Stage #1: 3-methoxy-thiophene With N-Bromosuccinimide In tetrahydrofuran
Stage #2: p-tert-butylphenylboronic acid With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 60℃;
100%
Stage #1: 3-methoxy-thiophene With N-Bromosuccinimide Inert atmosphere;
Stage #2: p-tert-butylphenylboronic acid With bis(tri-t-butylphosphine)palladium(0) Inert atmosphere;
1-((1R,2R,3S,4S)-2,3-dihydroxy-1,2,3,4-tetrahydro-1,4-epiminonaphthalen-9-yl)-3-(4-(triisopropylsilyl)-1H-1,2,3-triazol-1-yl)propan-1-one

1-((1R,2R,3S,4S)-2,3-dihydroxy-1,2,3,4-tetrahydro-1,4-epiminonaphthalen-9-yl)-3-(4-(triisopropylsilyl)-1H-1,2,3-triazol-1-yl)propan-1-one

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

1-((4R,9S,9aS)-2-(4-(tert-butyl)phenyl)-3a,4,9,9a-tetrahydro-4,9-epiminonaphtho[2,3-d][1,3,2]dioxaborol-10-yl)-3-(4-(triisopropylsilyl)-1H-1,2,3-triazol-1-yl)propan-1-one

1-((4R,9S,9aS)-2-(4-(tert-butyl)phenyl)-3a,4,9,9a-tetrahydro-4,9-epiminonaphtho[2,3-d][1,3,2]dioxaborol-10-yl)-3-(4-(triisopropylsilyl)-1H-1,2,3-triazol-1-yl)propan-1-one

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.166667h;100%
7-chloro-2-(1-adamantylmethyl)indan-1-one
1147270-34-5

7-chloro-2-(1-adamantylmethyl)indan-1-one

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one
1147270-35-6

7-(4'-tert-butylphenyl)-2-(1-adamantylmethyl)indan-1-one

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate In water at 125℃; for 6h; Inert atmosphere;100%
C21H18BrNOS

C21H18BrNOS

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C31H31NOS

C31H31NOS

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 80℃; for 24h;100%
bromobenzene
108-86-1

bromobenzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4-tert-butylbiphenyl
1625-92-9

4-tert-butylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.0833333h; Suzuki cross-coupling;99%
With potassium carbonate In ethanol; water at 50℃; for 0.75h; Catalytic behavior; Suzuki Coupling; Microwave irradiation;99.5%
With potassium carbonate In ethanol; water at 80℃; for 10h; Catalytic behavior; Suzuki Coupling;99.5%
cyclohexenone
930-68-7

cyclohexenone

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

(R)-3-(4-(tert-butyl)phenyl)cyclohexan-1-one
846606-25-5

(R)-3-(4-(tert-butyl)phenyl)cyclohexan-1-one

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; (R)-(6-(tert-butylsulfinyl)-2,3-dimethoxyphenyl)diphenylphosphine; potassium hydroxide In water; toluene at 20 - 40℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
Stage #1: p-tert-butylphenylboronic acid With chlorobis(ethylene)rhodium(I) dimer; (S)-cinnamyl-2,3-dihydro-1,2-benzoisothiazole 1-oxide In 1,4-dioxane at 40℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: cyclohexenone With potassium phosphate In 1,4-dioxane; water at 40℃; for 3h; Inert atmosphere; Sealed tube; enantioselective reaction;
98%
With potassium fluoride; chlorobis(ethylene)rhodium(I) dimer; (R)-1-(tert-butylsulfinyl)-2-(prop-1-en-2-yl)benzene In methanol; dichloromethane; water at 40℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;97%
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4,4'-di-tert-butylbiphenyl
1625-91-8

4,4'-di-tert-butylbiphenyl

Conditions
ConditionsYield
With iodine; oxygen; potassium carbonate In PEG-400 at 140℃; for 48h;99%
With copper fluorapatite In methanol at 20℃; for 2h; Green chemistry;96%
With copper(II) choride dihydrate; sodium carbonate In methanol at 25℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Solvent; Green chemistry;95%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4-tert-butyl-4'-methoxylbiphenyl

4-tert-butyl-4'-methoxylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.0833333h; Suzuki cross-coupling;99%
With 4Pd(2+)*8NO3(1-)*4C12H10*4C24H18N6O4; potassium carbonate In ethanol; water at 55℃; for 10h; Reagent/catalyst; Suzuki-Miyaura Coupling;99%
With C21H20N2O2Pd; potassium carbonate In water; isopropyl alcohol at 25℃; for 0.5h; Suzuki-Miyaura Coupling;98%
N-acetyl-2-bromoaniline
614-76-6

N-acetyl-2-bromoaniline

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

N-(4'-(tert-butyl)-[1,1'-biphenyl]-2-yl)acetamide

N-(4'-(tert-butyl)-[1,1'-biphenyl]-2-yl)acetamide

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate In toluene at 90℃; for 4h; Suzuki-Miyaura coupling;99%
(4-bromophenyl)-(9H-β-carbolin-1-yl)-methanone
906067-45-6

(4-bromophenyl)-(9H-β-carbolin-1-yl)-methanone

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C28H24N2O
922525-74-4

C28H24N2O

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 90℃; for 24h; Suzuki-Miyaura coupling;99%
(3-bromophenyl)-(9H-β-carbolin-1-yl)-methanone
906067-46-7

(3-bromophenyl)-(9H-β-carbolin-1-yl)-methanone

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C28H24N2O
922525-73-3

C28H24N2O

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 90℃; for 24h; Suzuki-Miyaura coupling;99%
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

phenylacetylene
536-74-3

phenylacetylene

[(4-tert-butylphenyl)ethynyl]benzene
29778-26-5

[(4-tert-butylphenyl)ethynyl]benzene

Conditions
ConditionsYield
With sodium perchlorate; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,2,6,6-tetramethyl-4-benzoyloxypiperidine-1-oxide In water; acetonitrile at 20℃; Inert atmosphere; Electrochemical reaction;99%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

2-(4-tert-butylphenyl)pyridine

2-(4-tert-butylphenyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 70℃; for 15h; Inert atmosphere;99%
With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); potassium hydroxide In tetrahydrofuran for 0.666667h; Reflux;97%
With potassium phosphate tribasic heptahydrate; oxygen; palladium diacetate In isopropyl alcohol at 80℃; Suzuki Coupling;80%
1-methoxy-4-(2-nitro-vinyl)-benzene
3179-10-0

1-methoxy-4-(2-nitro-vinyl)-benzene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

1-(1-(4-tert-butylphenyl)-2-nitroethyl)-4-methoxybenzene

1-(1-(4-tert-butylphenyl)-2-nitroethyl)-4-methoxybenzene

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; tert-butanesulfinylphosphine; triethylamine In ethanol at 40℃; for 10h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
cyclohexenone
930-68-7

cyclohexenone

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

(S)-3-(4-(tert-butyl)phenyl)cyclohexanone
141632-33-9

(S)-3-(4-(tert-butyl)phenyl)cyclohexanone

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; C16H23NO3S; potassium hydroxide In 1,4-dioxane; water at 70℃; for 10h; Inert atmosphere; enantioselective reaction;99%
With potassium fluoride; chlorobis(ethylene)rhodium(I) dimer; (R,E)-1-(tert-butylsulfinyl)-2-(prop-1-enyl)benzene In methanol; dichloromethane; water at 40℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;98%
Stage #1: cyclohexenone; p-tert-butylphenylboronic acid With C50H48Cl2O2Rh2S2 In 1,4-dioxane at 40℃; for 0.5h; Inert atmosphere; Glovebox;
Stage #2: With caesium carbonate In 1,4-dioxane at 40℃; Inert atmosphere; Glovebox;
97%
Stage #1: cyclohexenone; p-tert-butylphenylboronic acid With chlorobis(ethylene)rhodium(I) dimer; (R)-N-cinnamyl-2-methyl-N-phenylpropane-2-sulfinamide In 1,4-dioxane at 40℃; for 0.5h; Inert atmosphere;
Stage #2: With potassium phosphate In 1,4-dioxane at 40℃; for 3h; Inert atmosphere; enantioselective reaction;
89%
2-(5-bromo-pyridin-3-yl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester
1343455-35-5

2-(5-bromo-pyridin-3-yl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

2-[5-(4-tert-butyl-phenyl)-pyridin-3-yl]-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester
1343455-37-7

2-[5-(4-tert-butyl-phenyl)-pyridin-3-yl]-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 110℃; for 1h; Suzuki Coupling; Microwave irradiation;99%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 110℃; for 1h; microwave irradiation;99%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4'-tert-butyl-biphenyl-4-carbonitrile
192699-51-7

4'-tert-butyl-biphenyl-4-carbonitrile

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.0833333h; Suzuki cross-coupling;99%
With 4C27H21N9O6*12NO3(1-)*6Pd(2+)*6C12H10; potassium carbonate In ethanol; water at 55℃; for 10h; Suzuki-Miyaura Coupling;95%
With potassium carbonate In ethyl acetate at 90℃; for 1.5h; Catalytic behavior; Suzuki-Miyaura Coupling;95%
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

trifluoromethanesulfonic acid 4-formylnaphthalen-1-yl ester
219685-17-3

trifluoromethanesulfonic acid 4-formylnaphthalen-1-yl ester

4-(4-(t-butyl)phenyl)-1-naphthaldehyde
1353555-90-4

4-(4-(t-butyl)phenyl)-1-naphthaldehyde

Conditions
ConditionsYield
With potassium carbonate; palladium diacetate; XPhos In water; acetonitrile at 90℃; for 6h; Suzuki Coupling; Inert atmosphere;99%
With palladium diacetate; potassium carbonate; XPhos In 1,4-dioxane; water at 100℃; for 1h; Suzuki Coupling;88%
1-bromo-2,3-dimethoxy-5-nitronaphthalene
1235871-28-9

1-bromo-2,3-dimethoxy-5-nitronaphthalene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

1-(4-(t-butyl)phenyl)-2,3-dimethoxy-5-nitronaphthalene
1353556-07-6

1-(4-(t-butyl)phenyl)-2,3-dimethoxy-5-nitronaphthalene

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; acetonitrile at 100℃; Suzuki Coupling;99%
5-([1,3]dioxolo[4,5-g]quinolin-7-yl)-2,3-dimethoxyphenyl trifluoromethanesulfonate
1353555-71-1

5-([1,3]dioxolo[4,5-g]quinolin-7-yl)-2,3-dimethoxyphenyl trifluoromethanesulfonate

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C28H27NO4
1353554-65-0

C28H27NO4

Conditions
ConditionsYield
With potassium carbonate; palladium diacetate; XPhos In water; acetonitrile at 90℃; for 3h; Suzuki Coupling; Inert atmosphere;99%

4-tert-Butylphenylboronic acid Chemical Properties

The Molecular Structure of 4-tert-Butylphenylboronic acid (CAS NO.123324-71-0):

Empirical Formula: C10H15BO2
Molecular Weight: 178.0359
IUPAC Name: (4-tert-butylphenyl)boronic acid     
Appearance: white to off-white crystalline powder 
Nominal Mass: 178 Da
Average Mass: 178.0359 Da
Monoisotopic Mass: 178.116511 Da 
Index of Refraction: 1.51
Molar Refractivity: 51.81 cm3
Molar Volume: 173 cm3
Surface Tension: 36.9 dyne/cm
Density: 1.02 g/cm3
Flash Point: 133.2 °C  
Enthalpy of Vaporization: 56.66 kJ/mol
Boiling Point: 296.7 °C at 760 mmHg
Vapour Pressure: 0.000636 mmHg at 25°C 

4-tert-Butylphenylboronic acid Uses

 4-T-butylphenylboronic acid (123324-71-0) can be used as organic reagents,harmaceutical intermediates.

4-tert-Butylphenylboronic acid Safety Profile

Hazard Codes: IrritantXiHarmfulXn
Risk Statements: 36/37/38-22-20/21/22 
R36/37/38: Irritating to eyes, respiratory system and skin
R22: Harmful if swallowed
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 37/39-26-36 
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

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