Product Name

  • Name

    3,5-Dimethylphenylboronic acid

  • EINECS 605-655-1
  • CAS No. 172975-69-8
  • Article Data20
  • CAS DataBase
  • Density 1.07 g/cm3
  • Solubility Slightly soluble in water
  • Melting Point 261-265 °C(lit.)
  • Formula C8H11BO2
  • Boiling Point 312.7 °C at 760 mmHg
  • Molecular Weight 149.985
  • Flash Point 142.9 °C
  • Transport Information
  • Appearance off-white to light yellow crystalline powder
  • Safety 37/39-26-36/37
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 172975-69-8 (3,5-Dimethylphenylboronic acid)
  • Hazard Symbols HarmfulXn
  • Synonyms Boronic acid, (3,5-dimethylphenyl)- (9CI);(3,5-Dimethylphenyl)boronic acid;(3,5-Dimethylphenyl)dihydroxyborane;3,5-Dimethylbenzeneboronicacid;
  • PSA 40.46000
  • LogP -0.01680

Synthetic route

methanol
67-56-1

methanol

diisopropylamine borane
55124-35-1

diisopropylamine borane

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 5-bromo-1,3-xylene In tetrahydrofuran at 70℃;
Stage #3: methanol Further stages;
89%
Trimethyl borate
121-43-7

Trimethyl borate

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
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.;85.6%
With Mg; iodomethane In diethyl ether under Ar atm. 1,3-dimethyl-5-bromobenzene in Et2O was added slowly to Mgturning in the presence of MeI, react. mixt. was refluxed for 6 h and a dded at -60°C to soln. B(OMe)3 in Et2O, allowed to warm slowly toroom temp. with stirring; react. mixt. was poured into 20% H2SO4, org. phase was separated, washedwith water and dried over MgSO4, solvent was removed in vacuo;82%
Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

3,5-dimethyphenylmagnesium bromide
34696-73-6

3,5-dimethyphenylmagnesium bromide

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Stage #1: Trimethyl borate; 3,5-dimethyphenylmagnesium bromide In tetrahydrofuran at 20℃;
Stage #2: water With hydrogenchloride In tetrahydrofuran; diethyl ether
74%
Trimethyl borate
121-43-7

Trimethyl borate

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

water
7732-18-5

water

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Stage #1: Trimethyl borate; 5-bromo-1,3-xylene With magnesium In tetrahydrofuran at -78 - 20℃;
Stage #2: water With hydrogenchloride In tetrahydrofuran; diethyl ether
74%
5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With Trimethyl borate
Stage #1: 5-bromo-1,3-xylene With magnesium In tetrahydrofuran
Stage #2: With Trimethyl borate
Stage #3: With hydrogenchloride Further stages.;
Stage #1: 5-bromo-1,3-xylene With magnesium; methyl iodide In diethyl ether Inert atmosphere; Reflux;
Stage #2: With Trimethyl borate In diethyl ether at -60 - 20℃; Inert atmosphere;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C
1.2: -78 - 20 °C
2.1: water; hydrogenchloride / tetrahydrofuran; hexane / 20 °C / pH 3 - 5
View Scheme
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
325142-93-6

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

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Stage #1: 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With sodium periodate In tetrahydrofuran; water for 0.25h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water for 4h;
Stage #1: 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With sodium periodate In tetrahydrofuran; water for 0.5h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 17h;
m-xylene
108-38-3

m-xylene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 4,4'-di-tert-butyl-2,2'-bipyridine / [Ir(COD)(OMe)]2 / tetrahydrofuran / 16 h / 80 °C
2.1: sodium periodate / tetrahydrofuran; H2O / 0.25 h
2.2: HCl / H2O; tetrahydrofuran / 4 h
View Scheme
Multi-step reaction with 2 steps
1.1: 4,4'-di-tert-butyl-2,2'-bipyridine; pinacolborane / [(COD)Ir(OMe)]2 / cyclohexane / 24 h / 80 °C
2.1: sodium periodate / tetrahydrofuran; H2O / 0.5 h
2.2: hydrochloric acid / tetrahydrofuran; H2O / 17 h / 20 °C
View Scheme
Triisopropyl borate
5419-55-6

Triisopropyl borate

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With N2 In tetrahydrofuran2.41 g (29.7%)
With N2 In tetrahydrofuran2.41 g (29.7%)
With sodium hydroxide; n-butyllithium In tetrahydrofuran; hydrogenchloride; hexane; dichloromethane
Stage #1: 5-bromo-1,3-xylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 25℃; for 0.333333h; Inert atmosphere;
C26H31B3O5
1016971-57-5

C26H31B3O5

A

(4-methoxy-3,5-dimethylphenyl)boronic acid
301699-39-8

(4-methoxy-3,5-dimethylphenyl)boronic acid

B

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C25H29B3O4
1016971-59-7

C25H29B3O4

A

(4-methoxy-3,5-dimethylphenyl)boronic acid
301699-39-8

(4-methoxy-3,5-dimethylphenyl)boronic acid

B

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C38H55B3O5
1016971-63-3

C38H55B3O5

A

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

B

4-methoxy-3,5-di-tert-butylphenylboronic acid pinacol ester
233584-42-4

4-methoxy-3,5-di-tert-butylphenylboronic acid pinacol ester

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C31H41B3O4
1016971-64-4

C31H41B3O4

A

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

B

4-methoxy-3,5-di-tert-butylphenylboronic acid pinacol ester
233584-42-4

4-methoxy-3,5-di-tert-butylphenylboronic acid pinacol ester

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C25H29B3O6
1016971-54-2

C25H29B3O6

A

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

B

3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C26H31B3O9
1016971-55-3

C26H31B3O9

A

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

B

3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
tris(3.5-dimethyl phenyl)boroxine
34907-38-5

tris(3.5-dimethyl phenyl)boroxine

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
3,5-dimethyphenylmagnesium bromide
34696-73-6

3,5-dimethyphenylmagnesium bromide

A

B,B-bis(3,5-dimethylphenyl)borinic acid

B,B-bis(3,5-dimethylphenyl)borinic acid

B

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With Triisopropyl borate In tetrahydrofuran at -55 - 20℃; Temperature;
(3,5-dimethylphenyl)lithium
95070-94-3

(3,5-dimethylphenyl)lithium

A

B,B-bis(3,5-dimethylphenyl)borinic acid

B,B-bis(3,5-dimethylphenyl)borinic acid

B

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With Triisopropyl borate In tetrahydrofuran at -70 - 20℃;
C10H15BO2

C10H15BO2

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; pH=3 - 5;
With hydrogenchloride; water In tetrahydrofuran114.6 g
3,5-dimethyphenylmagnesium bromide
34696-73-6

3,5-dimethyphenylmagnesium bromide

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrahydrofuran / -78 - 20 °C
2: hydrogenchloride; water / tetrahydrofuran
View Scheme
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: bromine / methanol / 20 °C
2.1: sulfuric acid / ethanol / 1 h / 7 - 20 °C
2.2: 1.5 h / 20 °C / Cooling
2.3: 20 °C / Inert atmosphere
3.1: magnesium / tetrahydrofuran / -78 - 20 °C
View Scheme
3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

methyl (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoate
246219-75-0

methyl (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoate

methyl (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoate
246219-76-1

methyl (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoate

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In ethanol; toluene at 85℃; for 15h; Suzuki-Miayura cross-coupling;100%
3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one
292600-31-8

(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-iodo-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methyl propan-1-one

(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methylpropan-1-one
292600-32-9

(S)-1-(2-Azabicyclo[2.2.2]oct-2-yl)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]-2-methylpropan-1-one

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In ethanol; toluene at 90℃; for 15h; Suzuki-Miayura cross-coupling;100%
3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,3',5,5'-tetramethyl-1,1'-biphenyl
25570-02-9

3,3',5,5'-tetramethyl-1,1'-biphenyl

Conditions
ConditionsYield
With air; palladium diacetate In methanol at 20℃;100%
With potassium acetate; silver(l) oxide In methanol at 40℃; for 15h;99%
With bromo-phenyl-acetic acid methyl ester; potassium fluoride; dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) In 1,4-dioxane; water at 100℃; for 24h;95%
4-(4-bromo-2-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester
628326-05-6

4-(4-bromo-2-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

4-(3-formyl-3',5'-dimethylbiphenyl-4-yl)piperazine-1-carboxylic acid tert-butyl ester
628325-65-5

4-(3-formyl-3',5'-dimethylbiphenyl-4-yl)piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane Suzuki coupling; Heating;100%
7-chloro-2-cyclohexylmethylindan-1-one
1147270-21-0

7-chloro-2-cyclohexylmethylindan-1-one

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

7-(3',5'-dimethylphenyl)-2-cyclohexylmethylindan-1-one
1147270-27-6

7-(3',5'-dimethylphenyl)-2-cyclohexylmethylindan-1-one

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate In water; ethylene glycol at 125℃; for 4h; Inert atmosphere;100%
N-(2-(4-bromo-5-(4-(tert-butyl)phenyl)-3-phenylthiophen-2-yl)-2-(p-tolyl)ethyl)-4-methylbenzenesulfonamide

N-(2-(4-bromo-5-(4-(tert-butyl)phenyl)-3-phenylthiophen-2-yl)-2-(p-tolyl)ethyl)-4-methylbenzenesulfonamide

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

N-(2-(5-(4-(tert-butyl)phenyl)-4-(3,5-dimethylphenyl)-3-phenylthiophen-2-yl)-2-(p-tolyl)ethyl)-4-methylbenzenesulfonamide

N-(2-(5-(4-(tert-butyl)phenyl)-4-(3,5-dimethylphenyl)-3-phenylthiophen-2-yl)-2-(p-tolyl)ethyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; sodium hydroxide; tri-t-butylphosphonium tetraphenylborate complex In tetrahydrofuran; water at 65℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;100%
bromobenzene
108-86-1

bromobenzene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

Conditions
ConditionsYield
With Pd/C; potassium carbonate In water; N,N-dimethyl-formamide at 40℃; for 5h; Suzuki Coupling;99%
With potassium carbonate In ethanol; water at 80℃; for 7h; Suzuki Coupling;90%
With tris-(o-tolyl)phosphine; microencapsulated Pd(PPh3) In acetonitrile for 6h; Heating;83%
With potassium phosphate tribasic trihydrate In water at 80℃; for 15h; Suzuki-Miyaura Coupling; Green chemistry;82%
(Ra)-3,3’-dibromo-2,2’-dimethoxy-5,5’,6,6’,7,7’,8,8’-octahydro-1,1’-binaphthalene
78229-12-6

(Ra)-3,3’-dibromo-2,2’-dimethoxy-5,5’,6,6’,7,7’,8,8’-octahydro-1,1’-binaphthalene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(R)-3,3'-bis-(3,5-dimethylphenyl)-2,2'-dimethoxy-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl

(R)-3,3'-bis-(3,5-dimethylphenyl)-2,2'-dimethoxy-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In tetrahydrofuran at 75℃; for 22h;99%
Stage #1: (Ra)-3,3’-dibromo-2,2’-dimethoxy-5,5’,6,6’,7,7’,8,8’-octahydro-1,1’-binaphthalene; tetrakis(triphenylphosphine) palladium(0) at 20℃; for 0.166667h; Suzuki coupling;
Stage #2: 3,5-dimethylphenyl boronic acid With sodium carbonate In ethanol at 90℃; for 18h; Further stages.;
97%
para-bromotoluene
106-38-7

para-bromotoluene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

1-(4-methylphenyl)-3,5-dimethylbenzene
7383-87-1

1-(4-methylphenyl)-3,5-dimethylbenzene

Conditions
ConditionsYield
With bis-(1-methylimidazole)palladium(II) dichloride; sodium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Green chemistry;99%
With sodium carbonate; 1,2-bis(2'-pyrazineethynyl)benzene palladium dichloride In water; acetonitrile at 70℃; for 6h; Suzuki coupling;91%
3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3-bromoaniline
591-19-5

3-bromoaniline

3-amino-3',5'-dimethylbiphenyl
783325-73-5

3-amino-3',5'-dimethylbiphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In tetrahydrofuran at 20℃; for 2h; Suzuki coupling;99%
With cesium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 2h; Suzuki Coupling;99%
indole-2,3-dione
91-56-5

indole-2,3-dione

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3-(3',5'-dimethylphenyl)-3-hydroxy-1,3-dihydro-indol-2-one

3-(3',5'-dimethylphenyl)-3-hydroxy-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With triphenyl phosphite; [(C2H4)2Rh(acac)] In acetone for 4h; Heating;99%
6-chloro-2-picoline
18368-63-3

6-chloro-2-picoline

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

2-(3',5'-dimethylphenyl)-6-methylpyridine

2-(3',5'-dimethylphenyl)-6-methylpyridine

Conditions
ConditionsYield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃; for 16h; Suzuki-Miyaura coupling;99%
N-(5'-bromo-3'-phenylpyraz-2'-yl)pyridinium aminide
910791-84-3

N-(5'-bromo-3'-phenylpyraz-2'-yl)pyridinium aminide

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

N-[5-(3,5-dimethylphenyl)-3-phenylpyrazin-2-yl]pyridinium aminide
1011793-95-5

N-[5-(3,5-dimethylphenyl)-3-phenylpyrazin-2-yl]pyridinium aminide

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene for 8h; Suzuki coupling reaction; Heating;99%
3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

1-(3',5'-dimethylbiphenyl-3-yl)ethanone

1-(3',5'-dimethylbiphenyl-3-yl)ethanone

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate In tetrahydrofuran at 100℃; for 24h; Suzuki-Miyaura coupling;99%
iodobenzene
591-50-4

iodobenzene

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,5-dimethylbiphenyl
17057-88-4

3,5-dimethylbiphenyl

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; acetone at 35℃; for 0.5h; Inert atmosphere;99%
With bis-(1-methylimidazole)palladium(II) dichloride; sodium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Green chemistry;99%
With potassium carbonate In water at 80℃; for 1.5h; Suzuki Coupling; Green chemistry;90%
4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]
130755-46-3

4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

C19H13Cl2F3N4S
1158997-64-8

C19H13Cl2F3N4S

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; oxygen In water; dimethyl sulfoxide at 100℃; for 36h;99%
C19H15NO4

C19H15NO4

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

C27H25NO4
1204518-49-9

C27H25NO4

Conditions
ConditionsYield
With C52H36F8O2Rh2 In 1,4-dioxane; water at 50℃; for 12h; optical yield given as %ee; enantioselective reaction;99%
cyclohexenone
930-68-7

cyclohexenone

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(R)-3-(3,5-dimethyl-phenyl)cyclohexanone
1220531-61-2

(R)-3-(3,5-dimethyl-phenyl)cyclohexanone

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: 3,5-dimethylphenyl boronic acid With chlorobis(ethylene)rhodium(I) dimer; C8H16N2O4S2 In 1,4-dioxane at 50℃; for 0.25h; Inert atmosphere;
Stage #2: cyclohexenone With potassium hydroxide In 1,4-dioxane; methanol at 10℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
99%
With potassium fluoride; chlorobis(ethylene)rhodium(I) dimer; (R,Z)-1-(tert-butylsulfinyl)-2-(prop-1-enyl)benzene In methanol; water at 40℃; for 3h; Hayashi-Miyaura reaction; Inert atmosphere; optical yield given as %ee; stereoselective reaction;99%
3-Bromopyridine
626-55-1

3-Bromopyridine

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,5-dimethyl-1-(3-pyridyl)benzene

3,5-dimethyl-1-(3-pyridyl)benzene

Conditions
ConditionsYield
With bis-(1-methylimidazole)palladium(II) dichloride; sodium hydroxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Green chemistry;99%
With sodium carbonate In methanol at 60℃; for 0.5h; Suzuki-Miyaura cross-coupling;> 99 %Chromat.
para-bromoacetophenone
99-90-1

para-bromoacetophenone

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

1-(3’,5’-dimethylbiphenyl-4-yl)ethanone
677022-27-4

1-(3’,5’-dimethylbiphenyl-4-yl)ethanone

Conditions
ConditionsYield
With potassium carbonate In water at 80℃; for 10h; Suzuki-Miyaura Coupling; Green chemistry;99%
With potassium carbonate; palladium dichloride; 3,3'-dimethyl-1,1’-(1,3-phenylenedimethylene)-bis(1H-imidazolium) dichloride In water; N,N-dimethyl-formamide for 3h; Suzuki Coupling; Reflux;97%
With sodium acetate In water; N,N-dimethyl-formamide for 12h; Suzuki coupling; Reflux;94%
(E)-2-fluorovinyl 4-methylbenzenesulfonate
1262431-28-6

(E)-2-fluorovinyl 4-methylbenzenesulfonate

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(E)-1-(2-fluorovinyl)-3,5-dimethylbenzene
1262431-30-0

(E)-1-(2-fluorovinyl)-3,5-dimethylbenzene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium phosphate; tricyclohexylphosphine In 1,4-dioxane at 100℃; for 14h; Suzuki-Miyaura reaction; Inert atmosphere; stereoselective reaction;99%
1-methoxy-4-(2-nitro-vinyl)-benzene
3179-10-0

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

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

1-methoxy-4-(1-(3,5-dimethylphenyl)-2-nitroethyl)benzene

1-methoxy-4-(1-(3,5-dimethylphenyl)-2-nitroethyl)benzene

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%
9-Chloroacridine
1207-69-8

9-Chloroacridine

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

9-(3,5-dimethylphenyl)acridine
1352136-18-5

9-(3,5-dimethylphenyl)acridine

Conditions
ConditionsYield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;99%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;
benzil
134-81-6

benzil

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

C22H20O2

C22H20O2

Conditions
ConditionsYield
With bis(ethylene)rhodium(I) chloride dimer; C19H23NOS; potassium hydroxide In 1,4-dioxane; water at 20 - 50℃; for 12h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,5-dimethylbenzophenone
13319-70-5

3,5-dimethylbenzophenone

Conditions
ConditionsYield
With NHC-Pd(II)-Im; sodium hydrogencarbonate In water at 20℃; for 12h; Inert atmosphere;99%
Stage #1: benzoic acid anhydride; 3,5-dimethylphenyl boronic acid With sodium hydrogencarbonate In water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With C19H25Br2N5Pd In water at 20℃; for 36h; Inert atmosphere;
86%
3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

(S)-3-(3, 5-dimethylphenyl)-1,3-diphenylpropan-1-one
1383843-81-9

(S)-3-(3, 5-dimethylphenyl)-1,3-diphenylpropan-1-one

Conditions
ConditionsYield
With potassium fluoride; chlorobis(ethylene)rhodium(I) dimer; (R)-(6-(tert-butylsulfinyl)-2,3-dimethoxyphenyl)diphenylphosphine In water; isopropyl alcohol at 40℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
3-butyl-1,2-benzisothiazole-1,1-dioxide
55379-09-4

3-butyl-1,2-benzisothiazole-1,1-dioxide

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(R)-3-butyl-3-(3,5-dimethylphenyl)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

(R)-3-butyl-3-(3,5-dimethylphenyl)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; (S)-methyl 6-(4-(tert-butyl)-4,5-dihydrooxazol-2-yl)nicotinate; oxygen In 2,2,2-trifluoroethanol at 40℃; for 12h; enantioselective reaction;99%
methyl o-formylbenzoate
4122-56-9

methyl o-formylbenzoate

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

(S)-3-(3,5-dimethylphenyl)-1,3-dihydro-2-benzofuran-1-one
1227504-98-4

(S)-3-(3,5-dimethylphenyl)-1,3-dihydro-2-benzofuran-1-one

Conditions
ConditionsYield
With (R)-Me-BIPAM; tris(triphenylphosphine)ruthenium(II) chloride; potassium carbonate In water; toluene at 50℃; for 18h; Inert atmosphere; enantioselective reaction;99%
2-methylbenzyl carbamate

2-methylbenzyl carbamate

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

C16H18

C16H18

Conditions
ConditionsYield
With NHC-Pd(II)-Im; lithium tert-butoxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry;99%
3-methylbenzyl N,N-dimethylcarbamate
16605-27-9

3-methylbenzyl N,N-dimethylcarbamate

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,3',5-Trimethyl-diphenylmethan
16134-73-9

3,3',5-Trimethyl-diphenylmethan

Conditions
ConditionsYield
With NHC-Pd(II)-Im; lithium tert-butoxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry;99%

3,5-Dimethylphenylboronic acid Chemical Properties

MF: C8H11BO2
Synonyms: RARECHEM AH PB 0186;M-XYLENE-5-BORONIC ACID;TIMTEC-BB SBB004076;3,5-DIMETHYLBenzeneBORONIC ACID;3,5-DIMETHYLPHENYLBORONIC ACID;AKOS BRN-0067;3,5-Dimethyl Benzene;3,5-DIMETHYLBenzeneBORONIC ACID 98%
MW: 149.98
mp: 261-265 °C(lit.)
storage temp.: 0-6°C
BRN : 7368658

3,5-Dimethylphenylboronic acid Safety Profile

Risk Statements : R36/37/38:Irritating to eyes, respiratory system and skin.;
Safety Statements : S26:In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice.;
                             S37/39:Wear suitable gloves and eye/face protection.;
Hazard Codes : Xn,Xi
WGK Germany : 3
Hazard Note : Irritant
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