Product Name

  • Name

    2-Tolylboronic acid

  • EINECS -0
  • CAS No. 16419-60-6
  • Article Data49
  • CAS DataBase
  • Density 1.1 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 162-164 °C(lit.)
  • Formula C7H9BO2
  • Boiling Point 283.4 °C at 760 mmHg
  • Molecular Weight 135.958
  • Flash Point 125.2 °C
  • Transport Information
  • Appearance beige crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 16419-60-6 (2-Tolylboronic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Boronicacid, (2-methylphenyl)- (9CI);o-Tolueneboronic acid (7CI,8CI);(2-Tolyl)boronic acid;2-Methyl-1-phenylboronic acid;2-Methylbenzeneboronicacid;2-Methylphenylboronic acid;2-Tolueneboronic acid;o-Boronotoluene;o-Methylphenylboronic acid;o-Tolylboronic acid;
  • PSA 40.46000
  • LogP -0.32520

Synthetic route

2-methylphenylboronic acid pinacol ester
195062-59-0

2-methylphenylboronic acid pinacol ester

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2-methylphenylboronic acid pinacol ester With potassium hydrogen difluoride In methanol at 20℃; for 0.25h;
Stage #2: With chloro-trimethyl-silane; water In acetonitrile for 1h;		100%
With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h;90%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

2,2'-dimethyl-1,1'-biphenyl
605-39-0

2,2'-dimethyl-1,1'-biphenyl

B

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With cesium fluoride; Pd(dba)2 In tolueneA n/a
B 97%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2-methylphenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃;		92%
Stage #1: 2-methylphenyl bromide 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;		35%
With n-butyllithium; Triisopropyl borate
potassium o-tolyltrifluoroborate

potassium o-tolyltrifluoroborate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With iron(III) chloride; water In tetrahydrofuran at 20℃; for 0.5h;92%
With water; silica gel at 20℃; for 1h; Inert atmosphere;61%
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

diisopropopylaminoborane
22092-92-8

diisopropopylaminoborane

water
7732-18-5

water

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: ortho-tolylmagnesium bromide; diisopropopylaminoborane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: water With hydrogenchloride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere;		88%
...Expand
Trimethyl borate
121-43-7

Trimethyl borate

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;88%
Trimethyl borate
121-43-7

Trimethyl borate

Triisopropyl borate
5419-55-6

Triisopropyl borate

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: Triisopropyl borate; 2-methylphenyl bromide With magnesium; ethylene dibromide In tetrahydrofuran at 40 - 60℃; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran for 6h; Inert atmosphere; Reflux;		85%
...Expand
(2-tolyl)tributyltin
68971-87-9

(2-tolyl)tributyltin

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With borane; water In tetrahydrofuran for 1h; Heating;83%
2-methylphenyl N-methyliminodiacetic acid borate

2-methylphenyl N-methyliminodiacetic acid borate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2-methylphenyl N-methyliminodiacetic acid borate With sodium hydroxide In tetrahydrofuran for 0.416667h;
Stage #2: In aq. phosphate buffer; diethyl ether pH=7;		82%
2-methylphenyl triflate
66107-34-4

2-methylphenyl triflate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2-methylphenyl 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;		78%
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

Trimethyl borate
121-43-7

Trimethyl borate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With sulfuric acid In diethyl ether 2M o-tolyl-magnesium bromide added dropwise with stirring at -60°C for 2 h to trimethylborate in ethyl ether, temp. allowed to rise to 0°C, water added, pH adjusted to pH 3 with 2M sulfuric acid; filtered, extd. (ethyl ether), evapd., washed (petroleum ether), recrystd. (water);73%
In diethyl ether
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: ortho-methylphenyl iodide 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;		73%
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: ortho-tolylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water		63%
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

o-toluidine
95-53-4

o-toluidine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: o-toluidine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h;		63%
Stage #1: o-toluidine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With potassium carbonate In water at 20℃; for 0.333333h;
(2-methylphenyl)lithium
6699-93-0

(2-methylphenyl)lithium

diborane
19287-45-7

diborane

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With copper(I) bromide In not given Li educt added to CuBr slurry in ether at 0°C under N2, reacted for 10 min, B2H6 soln. added, stirred for 18 h at room temp.; hydrolyzed with H2O, then with aq. NaOH, extd. with ether, aq. phase acidified with aq. HCl, extd. with ether, exts. dried (MgSO4), ether removed, solid recrystd. (petroleum ether);60%
hydrogenchloride
7647-01-0

hydrogenchloride

Trimethyl borate
121-43-7

Trimethyl borate

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2-methylphenyl bromide With iodine; magnesium In tetrahydrofuran at 50 - 60℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -15 - 20℃; for 2h; Inert atmosphere;
Stage #3: hydrogenchloride In tetrahydrofuran; water at 0℃; pH=2 - 3;		50%
...Expand
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

2-methylphenyl diazonium tetrafluoroborate
2093-46-1

2-methylphenyl diazonium tetrafluoroborate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 0.25h;36%
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

triisobutyl borate
13195-76-1

triisobutyl borate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With diethyl ether und anschliessenden Hydrolyse;
(2-methylphenyl)dichloroborane
4250-48-0

(2-methylphenyl)dichloroborane

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With water
(2-methylphenyl)dichloroborane
4250-48-0

(2-methylphenyl)dichloroborane

water
7732-18-5

water

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

tri-o-tolylboroxine
7294-50-0

tri-o-tolylboroxine

water
7732-18-5

water

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

bis(2-tolyl) mercury
616-99-9

bis(2-tolyl) mercury

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BCl3 / 150 - 180 °C
2: water
View Scheme
Trimethyl borate
121-43-7

Trimethyl borate

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

tert.-butyl lithium
594-19-4

tert.-butyl lithium

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; pentane
...Expand
borane
13283-31-3

borane

tetra-o-tolyltin
5728-01-8

tetra-o-tolyltin

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With water In tetrahydrofuran; diethyl ether; ethanol to THF soln. of Sn compd. added BH3 (N2, room temp.),refluxed (4 h), added H2O,stirred (30 min),extd. (Et2O), dried (MgSO4),evapd. in vac.,heated with pentane,filtered ArB(OH)2; ArB(OH)2 recrystd. from H2O; identified by m. p., IR, NMR;
Triisopropyl borate
5419-55-6

Triisopropyl borate

2-bromo-3,4-dimethoxybenzylaldehyde
55171-60-3

2-bromo-3,4-dimethoxybenzylaldehyde

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. ((CH3)2CHO)3B, stirredat -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;>99
Triisopropyl borate
5419-55-6

Triisopropyl borate

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. ((CH3)2CHO)3B, stirredat -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;>99
Trimethyl borate
121-43-7

Trimethyl borate

2-bromo-3,4-dimethoxybenzylaldehyde
55171-60-3

2-bromo-3,4-dimethoxybenzylaldehyde

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. (CH3O)3B, stirred at -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;>99
Trimethyl borate
121-43-7

Trimethyl borate

2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. (CH3O)3B, stirred at -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;>99
dimethoxy-o-tolyl-borane
110180-68-2

dimethoxy-o-tolyl-borane

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; water Inert atmosphere;2.07 g
With hydrogenchloride In water at 20℃; Inert atmosphere; Schlenk technique;
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

tri-o-tolylboroxine
7294-50-0

tri-o-tolylboroxine

Conditions
ConditionsYield
In benzene Heating;100%
With sulfuric acid
(dehydration);
2-bromo-pyridine
109-04-6

2-bromo-pyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2-(2-methylphenyl)pyridine
10273-89-9

2-(2-methylphenyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 12h; Suzuki Coupling; Inert atmosphere;96%
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 1h; Suzuki coupling;94%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

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

4'-methoxy-2-methylbiphenyl

Conditions
ConditionsYield
With C31H26N6O4Pd; potassium carbonate In water at 100℃; for 3h; Suzuki-Miyaura coupling;100%
With C38H53Cl2N2O2PPd*CH2Cl2; tetrabutylammomium bromide; potassium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique;100%
With potassium phosphate; (PdCl2)(2-pyridyl)-6-isopropyl cis piperidine complex In water; N,N-dimethyl-formamide at 110℃; for 2h;99%
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

4-(2-methylphenyl)benzoic acid
5748-43-6

4-(2-methylphenyl)benzoic acid

Conditions
ConditionsYield
With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate In water at 50 - 120℃; for 0.166667h; Microwave irradiation;100%
With disodium hydrogenphosphate; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 In water at 120℃; for 0.166667h; Suzuki-Miyaura coupling; Microwave irradiation;99%
With 4C3H6N6*Pd(2+)*2C2H3O2(1-); sodium carbonate In water at 80℃; for 2h; Suzuki-Miyaura Coupling; Green chemistry;97%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) at 90℃; for 0.0833333h; Reagent/catalyst; Microwave irradiation;100%
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h;88%
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h;81%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

1-(2′-methyl-[1,1′-biphenyl]-2-yl)ethanone
217468-51-4

1-(2′-methyl-[1,1′-biphenyl]-2-yl)ethanone

Conditions
ConditionsYield
With potassium phosphate; CyJohnPhos; polymer-incarcerated palladium In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;100%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol Product distribution; Heating; Suzuki coupling of bromo-acylbenzenes resp. bromo-indole carbaldehydes with boronic acids;98%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol rt, 15 min; reflux, 48 h;98%
1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2-methyl-4'-tert-butylbiphenyl

2-methyl-4'-tert-butylbiphenyl

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 C25H29N3; potassium carbonate; palladium dichloride In water; N,N-dimethyl-formamide at 90℃; for 2h; Suzuki-Miyaura Coupling;99%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In toluene at 110℃; for 1.5h; Suzuki-Miyaura reaction;98%
3-Chloropyridine
626-60-8

3-Chloropyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

3-(p-methylphenyl)pyridine
90395-49-6

3-(p-methylphenyl)pyridine

Conditions
ConditionsYield
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 0.333333h; Suzuki-Miyaura reaction; Inert atmosphere;100%
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling;99%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran; toluene at 100℃; for 10h; Suzuki-Miyaura reaction;97%
para-bromotoluene
106-38-7

para-bromotoluene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2,4'-dimethylbiphenyl
611-61-0

2,4'-dimethylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; water In toluene at 100℃; for 1h; Suzuki coupling reaction;100%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 50℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With potassium carbonate In water at 80℃; for 3h; Suzuki coupling;99%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2,2'-dimethyl-1,1'-biphenyl
605-39-0

2,2'-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 20℃; for 1h; Suzuki coupling; Inert atmosphere;100%
With dichloro bis(acetonitrile) palladium(II); C10H11N3S; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 1h; Suzuki Coupling; Schlenk technique; Inert atmosphere;99%
With potassium fluoride; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 14h; Suzuki coupling;98%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

para-chloroacetophenone
99-91-2

para-chloroacetophenone

4-acetyl-2'-methylbiphenyl
56917-39-6

4-acetyl-2'-methylbiphenyl

Conditions
ConditionsYield
With potassium fluoride; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 6h; Suzuki cross-coupling;100%
With C38H53Cl2N2O2PPd*CH2Cl2; tetrabutylammomium bromide; potassium hydroxide In water at 80℃; for 6h; Suzuki-Miyaura Coupling; Schlenk technique;100%
With caesium carbonate; palladium diacetate In toluene for 21h; Suzuki coupling; Heating;99%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

para-bromoacetophenone
99-90-1

para-bromoacetophenone

4-acetyl-2'-methylbiphenyl
56917-39-6

4-acetyl-2'-methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; water In toluene at 100℃; for 1h; Suzuki coupling reaction;100%
With potassium carbonate; N,N-diethylaminopropyl-Al2O3-Pd(OAc)2 In ethanol; water at 80℃; for 2h; Suzuki-Miyaura reaction; microwave irradiation;100%
With potassium carbonate In ethanol; water at 20℃; for 0.5h; Suzuki-Miyaura reaction; Inert atmosphere;100%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic 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-2-methyl-4-(2-methylphenyl)-3(2H)-pyridazinone
335349-37-6

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

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
bromobenzene
108-86-1

bromobenzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2-methylbiphenyl
643-58-3

2-methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; water In toluene at 100℃; for 1h; Suzuki coupling reaction;100%
With potassium phosphate tribasic trihydrate In ethanol; water at 50℃; for 1.25h; Suzuki coupling;99%
With cetyltrimethylammonim bromide; sodium hydroxide In water at 25℃; for 1h; Catalytic behavior; Suzuki Coupling; Microwave irradiation;99%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

4-(N,N-diethylamino)benzenediazonium tetrafluoroborate
347-46-6

4-(N,N-diethylamino)benzenediazonium tetrafluoroborate

4-N,N-diethylamino-2'-methylbiphenyl

4-N,N-diethylamino-2'-methylbiphenyl

Conditions
ConditionsYield
[(1,3-dimesitylimidazol-2-ylidene)(naphthoquinone)Pd(0)]2 In methanol at 50℃; for 1h; Suzuki coupling;100%
4-bromopyridin
1120-87-2

4-bromopyridin

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

4-(2-methylphenyl)pyridine
30456-66-7

4-(2-methylphenyl)pyridine

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; tris(o-methoxyphenyl)phosphine; polymer-incarcerated palladium In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;88%
With potassium phosphate tribasic trihydrate; trans-[(2-mesitylpy)2PdCl2] In methanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling;64%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl
89900-99-2

4-methyloxycarbonyl-2'-methyl-1,1'-biphenyl

Conditions
ConditionsYield
With potassium phosphate; tris(o-methoxyphenyl)phosphine; polymer-incarcerated palladium In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;100%
With potassium phosphate; C18H9F5NOP(2-)*Pd(2+)*C3H7NO In ethanol at 20℃; for 6h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;88%
1-bromo-2,4,6-tri-tert-butylbenzene
3975-77-7

1-bromo-2,4,6-tri-tert-butylbenzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

1-methxyl-2-[2-methyl-2-(3,5-di-tert-buthylphenyl)propyl]benzene

1-methxyl-2-[2-methyl-2-(3,5-di-tert-buthylphenyl)propyl]benzene

Conditions
ConditionsYield
With potassium phosphate monohydrate; Ethyl 4-bromobenzoate; C52H49PRu; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 8h; Inert atmosphere;100%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃; for 18h; Suzuki-Miyaura coupling;96%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

3-bromo-1-phenylsulfonyl indole
99655-68-2

3-bromo-1-phenylsulfonyl indole

3-(2-methylphenyl)-1-(phenylsulfonyl)-1H-indole
883141-48-8

3-(2-methylphenyl)-1-(phenylsulfonyl)-1H-indole

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol; water for 18h; Suzuki-Miyaura coupling; Heating;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water Suzuki-Miyaura reaction; Reflux;68%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Na{2-CH3-C6H4B(OH)3}

Na{2-CH3-C6H4B(OH)3}

Conditions
ConditionsYield
With sodium hydroxide In toluene100%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

2'-methylbiphenyl-2-carboxaldehyde
7111-68-4

2'-methylbiphenyl-2-carboxaldehyde

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In tetrahydrofuran at 20℃; for 6h; Suzuki coupling; Inert atmosphere;100%
With potassium phosphate monohydrate; 1‐ethyl‐2‐(1‐ethylindol-2-yl)benzoimidazole; palladium diacetate In 1,4-dioxane at 60℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;90%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide for 6h; Suzuki Coupling; Inert atmosphere; Reflux;82%
2-chloro-5-[5-(methoxymethyl)-1,3,4-oxadiazol-2-yl]pyridine
848952-90-9

2-chloro-5-[5-(methoxymethyl)-1,3,4-oxadiazol-2-yl]pyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

5-[5-(methoxymethyl)-1,3,4-oxadiazol-2-yl]-2-(2-methylphenyl)pyridine

5-[5-(methoxymethyl)-1,3,4-oxadiazol-2-yl]-2-(2-methylphenyl)pyridine

Conditions
ConditionsYield
With caesium carbonate; [2-[(dimethylamino-kN)methyl]phenyl-kC](tricyclohexylphosphine)(trifluoroacetato-kO)-palladium In 1,4-dioxane at 20℃; for 21h; Heating / reflux;100%
4-bromo-3-trifluoromethylbenzoic acid methyl ester
107317-58-8

4-bromo-3-trifluoromethylbenzoic acid methyl ester

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

methyl 2'-methyl-2-(trifluoromethyl)biphenyl-4-carboxylate
1140462-05-0

methyl 2'-methyl-2-(trifluoromethyl)biphenyl-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 3h; Suzuki-Miyaura coupling; Reflux; Inert atmosphere;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 3h; Heating / reflux;80%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 3h; Inert atmosphere; Reflux;
methyl 3-(acetyloxy)methyl-4-bromobenzoate
254746-41-3

methyl 3-(acetyloxy)methyl-4-bromobenzoate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

methyl 2-[(acetyloxy)methyl]-2'-methylbiphenyl-4-carboxylate
1140462-17-4

methyl 2-[(acetyloxy)methyl]-2'-methylbiphenyl-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2h; Heating / reflux;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2h; Suzuki-Miyaura coupling; Reflux;
methyl 4-bromo-3-(methoxymethyl)benzoate
1141473-84-8

methyl 4-bromo-3-(methoxymethyl)benzoate

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

methyl 2-(methoxymethyl)-2’-methylbiphenyl-4-carboxylate
1141473-85-9

methyl 2-(methoxymethyl)-2’-methylbiphenyl-4-carboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 110℃; for 1h; Inert atmosphere;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 1h; Heating / reflux;
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 1h; Suzuki-Miyaura coupling; Reflux; Inert atmosphere;
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene Inert atmosphere; Reflux;
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 1h; Suzuki-Miyura coupling; Inert atmosphere of N2; Reflux;
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

ortho-cresol
95-48-7

ortho-cresol

Conditions
ConditionsYield
With 3,3'-dihexyloxy-1,1'-binaphthylidene-4,4'-dione; potassium hydroxide In tetrahydrofuran; water at 20℃;100%
With dihydrogen peroxide at 20℃; for 0.25h; Green chemistry;98%
With water; oxygen; sodium sulfite at 50℃; for 1h; Green chemistry;97%
6-bromo-N-cyclohexyl-N-methylpyridin-2-amine
1225280-81-8

6-bromo-N-cyclohexyl-N-methylpyridin-2-amine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

N-cyclohexyl-N-methyl-6-o-tolylpyridin-2-amine
1309609-65-1

N-cyclohexyl-N-methyl-6-o-tolylpyridin-2-amine

Conditions
ConditionsYield
With potassium phosphate; dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In toluene at 80℃; for 0.25h; Suzuki coupling;100%
piperidine
110-89-4

piperidine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

2-(piperidin-1-yl)-2-o-tolylacetic acid
1017212-36-0

2-(piperidin-1-yl)-2-o-tolylacetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
...Expand
3-bromobenzo[b]thiophene-2-carbaldehyde
10135-00-9

3-bromobenzo[b]thiophene-2-carbaldehyde

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

3-o-tolylbenzo[b]thiophene-2-carbaldehyde
1393176-58-3

3-o-tolylbenzo[b]thiophene-2-carbaldehyde

Conditions
ConditionsYield
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In water at 130℃; for 0.75h; Microwave irradiation; Inert atmosphere; Sealed tube;100%

2-Tolylboronic acid Specification

The Boronicacid, B-(2-methylphenyl)-, with the CAS registry number 16419-60-6, is also known as o-Tolylboronic acid. It belongs to the product categories of Blocks; Boronic Acids; Boronic Acid series; Boron, Nitrile, Thio,& TM-Cpds; Substituted Boronic Acids; Aryl; Organoborons; B (Classes of Boron Compounds); Chiral Chemicals; Organic or Inorganic Borate. This chemical's molecular formula is C7H9BO2 and molecular weight is 135.96. What's more, its systematic name is (2-methylphenyl)boronic acid. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from strong oxides.

Physical properties of Boronicacid, B-(2-methylphenyl)- are: (1)ACD/LogP: 2.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.05; (4)ACD/LogD (pH 7.4): 2.02; (5)ACD/BCF (pH 5.5): 21.24; (6)ACD/BCF (pH 7.4): 20.01; (7)ACD/KOC (pH 5.5): 310.1; (8)ACD/KOC (pH 7.4): 292.16; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.527; (14)Molar Refractivity: 37.91 cm3; (15)Molar Volume: 123.1 cm3; (16)Polarizability: 15.02×10-24cm3; (17)Surface Tension: 40.1 dyne/cm; (18)Density: 1.1 g/cm3; (19)Flash Point: 125.2 °C; (20)Enthalpy of Vaporization: 55.17 kJ/mol; (21)Boiling Point: 283.4 °C at 760 mmHg; (22)Vapour Pressure: 0.00149 mmHg at 25°C.

Uses of Boronicacid, B-(2-methylphenyl)-: it can be used to produce 3-o-tolyl-chromen-4-one by heating. It will need reagent 2 M Na2CO3 and solvents H2O, benzene with the reaction time of 6 hours. This reaction will also need catalyst tetrakis(triphenylphosphine)palladium. The yield is about 94%.

Boronicacid, B-(2-methylphenyl)- can be used to produce 3-o-tolyl-chromen-4-one by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: OB(O)c1ccccc1C
(2)Std. InChI: InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3
(3)Std. InChIKey: NSJVYHOPHZMZPN-UHFFFAOYSA-N

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