Product Name

  • Name

    3,4,5-Trimethoxyphenylboronic acid

  • EINECS
  • CAS No. 182163-96-8
  • Article Data11
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility
  • Melting Point >230 °C(lit.)
  • Formula C9H13BO5
  • Boiling Point 370.6 °C at 760 mmHg
  • Molecular Weight 212.01
  • Flash Point 177.9 °C
  • Transport Information
  • Appearance beige crystalline powder
  • Safety 37/39-26-36
  • Risk Codes 36/37/38-22-20/21/22
  • Molecular Structure Molecular Structure of 182163-96-8 (3,4,5-Trimethoxyphenylboronic acid)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Boronicacid, (3,4,5-trimethoxyphenyl)- (9CI);Boronicacid, B-(3,4,5-trimethoxyphenyl)-;
  • PSA 68.15000
  • LogP -0.60780

Synthetic route

1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
95%
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -85℃; for 1h;
Stage #2: With Trimethyl borate In tetrahydrofuran at 20℃; for 18h; Further stages.;
64%
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78℃; for 0.5h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water
Trimethyl borate
121-43-7

Trimethyl borate

1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic 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;95%
5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 5-iodo-1,2,3-trimethoxybenzene With tert.-butyl lithium In tetrahydrofuran at -78℃;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Further stages.;
69%
3,4,5-trimethoxyphenylmagnesium bromide
133095-91-7

3,4,5-trimethoxyphenylmagnesium bromide

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water
65%
5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

Trimethyl borate
121-43-7

Trimethyl borate

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 5-iodo-1,2,3-trimethoxybenzene With tert.-butyl lithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; for 1h;
Stage #1: 5-iodo-1,2,3-trimethoxybenzene In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #3: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 14h; Inert atmosphere;
3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaNO2; concd. H2SO4 / H2O / 5 - 10 °C
1.2: 70 percent / aq. CuBr / 0.5 h / Heating
2.1: nBuLi / tetrahydrofuran; hexane / 1 h / -85 °C
2.2: 64 percent / trimethylborate / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium nitrite; potassium iodide / water; sulfuric acid / 5 h / 50 °C / Inert atmosphere
2.1: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
2.3: 14 h / 20 °C / Inert atmosphere
View Scheme
C27H33B3O12
1016971-56-4

C27H33B3O12

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C27H33B3O8
1016971-65-5

C27H33B3O8

A

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

(4-methoxy-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;
C27H33B3O10
1016971-67-7

C27H33B3O10

A

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

(4-methoxy-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;
C39H57B3O8
1016971-69-9

C39H57B3O8

A

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

3,4,5-trimethoxyphenylboronic 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;
C33H45B3O10
1016971-71-3

C33H45B3O10

A

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

3,4,5-trimethoxyphenylboronic 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;
1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
95%
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -85℃; for 1h;
Stage #2: With Trimethyl borate In tetrahydrofuran at 20℃; for 18h; Further stages.;
64%
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78℃; for 0.5h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water
Trimethyl borate
121-43-7

Trimethyl borate

1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic 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;95%
5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 5-iodo-1,2,3-trimethoxybenzene With tert.-butyl lithium In tetrahydrofuran at -78℃;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Further stages.;
69%
3,4,5-trimethoxyphenylmagnesium bromide
133095-91-7

3,4,5-trimethoxyphenylmagnesium bromide

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water
65%
5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

Trimethyl borate
121-43-7

Trimethyl borate

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 5-iodo-1,2,3-trimethoxybenzene With tert.-butyl lithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; for 1h;
Stage #1: 5-iodo-1,2,3-trimethoxybenzene In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #3: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 14h; Inert atmosphere;
3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaNO2; concd. H2SO4 / H2O / 5 - 10 °C
1.2: 70 percent / aq. CuBr / 0.5 h / Heating
2.1: nBuLi / tetrahydrofuran; hexane / 1 h / -85 °C
2.2: 64 percent / trimethylborate / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium nitrite; potassium iodide / water; sulfuric acid / 5 h / 50 °C / Inert atmosphere
2.1: tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
2.3: 14 h / 20 °C / Inert atmosphere
View Scheme
C27H33B3O12
1016971-56-4

C27H33B3O12

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
With water at 25℃; Equilibrium constant;
C27H33B3O8
1016971-65-5

C27H33B3O8

A

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

(4-methoxy-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;
C27H33B3O10
1016971-67-7

C27H33B3O10

A

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

(4-methoxy-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;
C39H57B3O8
1016971-69-9

C39H57B3O8

A

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

3,4,5-trimethoxyphenylboronic 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;
C33H45B3O10
1016971-71-3

C33H45B3O10

A

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

3,4,5-trimethoxyphenylboronic 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;
Triisopropyl borate
5419-55-6

Triisopropyl borate

1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

water
7732-18-5

water

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

3,4,5-trimethoxyphenylboronic Acid

Conditions
ConditionsYield
Stage #1: 1-bromo-3,4,5-trimethoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 0℃; Inert atmosphere;
Stage #3: water With hydrogenchloride In tetrahydrofuran Inert atmosphere;
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

1-[2-(4-methoxy-phenyl)-ethyl]-3,4-bis-trifluoromethanesulfonyloxy-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester
570402-53-8

1-[2-(4-methoxy-phenyl)-ethyl]-3,4-bis-trifluoromethanesulfonyloxy-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester

dimethyl 3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-dicarboxylate
220231-03-8

dimethyl 3,4-bis(3,4,5-trimethoxyphenyl)-1-<2-(4-methoxyphenyl)ethyl>pyrrole-2,5-dicarboxylate

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 20h; Suzuki cross-coupling; Heating;100%
C26H24INO3
1283638-93-6

C26H24INO3

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

3,4,5-trimethoxyphenylboronic Acid

C35H35NO6
1283639-68-8

C35H35NO6

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In ethanol; N,N-dimethyl-formamide at 120℃; for 0.333333h; Suzuki coupling; Microwave irradiation;100%
2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine
1184926-29-1

2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine

(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl-ammonium trifluoroacetate
1334675-00-1

(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl-ammonium trifluoroacetate

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

3,4,5-trimethoxyphenylboronic Acid

2-(3,4,5-trimethoxyphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-methyl-2-oxoethyl]amide
1334675-29-4

2-(3,4,5-trimethoxyphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-methyl-2-oxoethyl]amide

Conditions
ConditionsYield
Stage #1: 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine With Vilsmeier reagent In chloroform at 20℃; for 8h; Reflux; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In chloroform
Stage #3: (R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl-ammonium trifluoroacetate; 3,4,5-trimethoxyphenylboronic Acid
100%
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

2-bromo-3′,4′,5′-trimethoxybiphenyl

2-bromo-3′,4′,5′-trimethoxybiphenyl

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In ethanol; N,N-dimethyl acetamide at 20℃; for 3h; Suzuki Coupling;100%
2-bromobenzoic acid methyl ester
610-94-6

2-bromobenzoic acid methyl ester

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

3,4,5-trimethoxyphenylboronic Acid

3',4',5'-trimethoxybiphenyl-2-carboxylic acid methyl ester
928847-09-0

3',4',5'-trimethoxybiphenyl-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 100℃;99%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; Suzuki reaction;45%
C15H12INO3
1033610-26-2

C15H12INO3

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

3,4,5-trimethoxyphenylboronic Acid

6-methoxy-2-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)furo[2,3-b]pyridine
1033609-97-0

6-methoxy-2-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)furo[2,3-b]pyridine

Conditions
ConditionsYield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water for 0.05h; Suzuki Coupling; Heating / reflux;99%
3-chloro-2-(4-methylphenyl)-5-phenylfuran
1055900-77-0

3-chloro-2-(4-methylphenyl)-5-phenylfuran

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

3,4,5-trimethoxyphenylboronic Acid

C26H24O4
1055900-91-8

C26H24O4

Conditions
ConditionsYield
With potassium fluoride; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine at 120℃; for 10h; Suzuki -Miyaura coupling;99%
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

3-hydroxy-2-methyl-1-propene
513-42-8

3-hydroxy-2-methyl-1-propene

1,2,3-trimethoxy-5-(2-methylallyl)benzene

1,2,3-trimethoxy-5-(2-methylallyl)benzene

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 100℃; for 12h; Temperature; Time; Suzuki-Miyaura Coupling;99%
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 120 - 140℃; Microwave irradiation;
diethyl 1-[(4-methylbenzenesulfonyl)oxy]ethene-alpha-phosphonate
1309980-37-7

diethyl 1-[(4-methylbenzenesulfonyl)oxy]ethene-alpha-phosphonate

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

3,4,5-trimethoxyphenylboronic Acid

diethyl (1-(3,4,5-trimethoxyphenyl)vinyl)phosphonate

diethyl (1-(3,4,5-trimethoxyphenyl)vinyl)phosphonate

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate In toluene at 60℃; Suzuki Coupling; Schlenk technique; Inert atmosphere;99%
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

5-iodo-1,2,3-trimethoxybenzene
25245-29-8

5-iodo-1,2,3-trimethoxybenzene

Conditions
ConditionsYield
With N-iodo-succinimide; potassium acetate In acetonitrile at 50℃; for 4h;99%
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

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

3,4,5-trimethoxyphenylboronic Acid

4'-nitro-3,4,5-trimethoxy-biphenyl

4'-nitro-3,4,5-trimethoxy-biphenyl

Conditions
ConditionsYield
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;98%
2-bromonaphthalene
580-13-2

2-bromonaphthalene

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

3,4,5-trimethoxyphenylboronic Acid

2-(3,4,5-trimethoxyphenyl)naphthalene

2-(3,4,5-trimethoxyphenyl)naphthalene

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate at 110℃; for 0.166667h; Suzuki-Miyaura coupling; Microwave irradiation; Neat (no solvent);98%
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;
C30H23BrO6S2

C30H23BrO6S2

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

3,4,5-trimethoxyphenylboronic Acid

C39H34O9S2

C39H34O9S2

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; Suzuki-Miyaura Coupling; Inert atmosphere;98%
1-(6-bromopyridin-2-yl)-ethanone
49669-13-8

1-(6-bromopyridin-2-yl)-ethanone

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

3,4,5-trimethoxyphenylboronic Acid

1-(6-(3,4,5-trimethoxyphenyl)pyridin-2-yl)ethan-1-one

1-(6-(3,4,5-trimethoxyphenyl)pyridin-2-yl)ethan-1-one

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; triphenylphosphine In 1,4-dioxane; water at 110℃; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;98%
2-iodolselenophene
37686-36-5

2-iodolselenophene

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

3,4,5-trimethoxyphenylboronic Acid

C13H14O3Se

C13H14O3Se

Conditions
ConditionsYield
Stage #1: 2-iodolselenophene; 3,4,5-trimethoxyphenylboronic Acid With palladium diacetate In 1,2-dichloro-ethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With potassium carbonate In water; 1,2-dichloro-ethane at 90℃; for 1h;
98%
C18H20O3
1426436-21-6

C18H20O3

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

3,4,5-trimethoxyphenylboronic Acid

C27H31N3O6
1426436-34-1

C27H31N3O6

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenylboronic Acid With sodium azide; copper(II) sulfate In methanol
Stage #2: C18H20O3 With sodium L-ascorbate In methanol; water at 20℃;
97%
2-chloro-N-(4-fluorophenyl)quinazolin-4-amine

2-chloro-N-(4-fluorophenyl)quinazolin-4-amine

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

3,4,5-trimethoxyphenylboronic Acid

C23H20FN3O3

C23H20FN3O3

Conditions
ConditionsYield
With NHC-Pd(II)-Im; potassium hydroxide In ethanol at 20℃; for 24h; Temperature; Suzuki-Miyaura Coupling; Schlenk technique;97%
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

3-benzyloxy-3'-bromo-4-methoxy-biphenyl
566915-55-7

3-benzyloxy-3'-bromo-4-methoxy-biphenyl

3-benzyloxy-4,3'',4'',5''-tetramethoxy-[1,1',3',1'']terphenyl
847063-38-1

3-benzyloxy-4,3'',4'',5''-tetramethoxy-[1,1',3',1'']terphenyl

Conditions
ConditionsYield
Stage #1: 3-benzyloxy-3'-bromo-4-methoxy-biphenyl With tetrakis(triphenylphosphine) palladium(0) In toluene at 20℃; for 0.166667h;
Stage #2: 3,4,5-trimethoxyphenylboronic Acid With sodium carbonate In ethanol; toluene for 3h; Suzuki coupling; Heating;
96%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene Suzuki cross-coupling reaction;
(3R,4S,5R)-5-(6-bromo-7-methoxy-benzo[1,3]dioxol-5-yl)-3,4-dimethyl-dihydro-furan-2-one
946007-93-8

(3R,4S,5R)-5-(6-bromo-7-methoxy-benzo[1,3]dioxol-5-yl)-3,4-dimethyl-dihydro-furan-2-one

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

3,4,5-trimethoxyphenylboronic Acid

eupomatilone 4
139068-10-3

eupomatilone 4

Conditions
ConditionsYield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 18h; Suzuki coupling; Heating;96%
dimethyl N-benzyl-3,4-bis(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate
1144503-16-1

dimethyl N-benzyl-3,4-bis(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate

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

3,4,5-trimethoxyphenylboronic Acid

dimethyl N-benzyl-3,4-bis(3,4,5-trimethoxyphenyl)pyrrole-2,5-dicarboxylate
1144503-24-1

dimethyl N-benzyl-3,4-bis(3,4,5-trimethoxyphenyl)pyrrole-2,5-dicarboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 20℃; Suzuki-Miyaura coupling; Reflux; Inert atmosphere;96%
(+/-)-(3R,4R)-ethyl 1-(3-amino-6-bromopyrazin-2-yl)-3-methylpiperidine-4-carboxylate

(+/-)-(3R,4R)-ethyl 1-(3-amino-6-bromopyrazin-2-yl)-3-methylpiperidine-4-carboxylate

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

3,4,5-trimethoxyphenylboronic Acid

(+/-)-(3R,4R)-ethyl 1-(3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl)-3-methylpiperidine-4-carboxylate

(+/-)-(3R,4R)-ethyl 1-(3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl)-3-methylpiperidine-4-carboxylate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 105℃; for 2h; Suzuki coupling; Microwave irradiation; Inert atmosphere;96%
2-Methylthiouracil
5751-20-2

2-Methylthiouracil

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

3,4,5-trimethoxyphenylboronic Acid

2-(methylsulfanyl)-4-(3,4,5-trimethoxyphenyl)pyrimidine
1388177-39-6

2-(methylsulfanyl)-4-(3,4,5-trimethoxyphenyl)pyrimidine

Conditions
ConditionsYield
Stage #1: 2-Methylthiouracil With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In 1,4-dioxane at 20℃; for 2h; Inert atmosphere; Sealed tube;
Stage #2: 3,4,5-trimethoxyphenylboronic Acid With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 4h; Suzuki coupling; Inert atmosphere; Sealed tube; chemoselective reaction;
96%
4-(benzo[d][1,3]dioxol-5-yl)-2-(methylsulfanyl)pyrimidine
1388177-38-5

4-(benzo[d][1,3]dioxol-5-yl)-2-(methylsulfanyl)pyrimidine

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

3,4,5-trimethoxyphenylboronic Acid

4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4,5-trimethoxyphenyl)pyrimidine
1388177-59-0

4-(benzo[d][1,3]dioxol-5-yl)-2-(3,4,5-trimethoxyphenyl)pyrimidine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); copper(I) thiophene-2-carboxylate In tetrahydrofuran at 100℃; for 1h; Liebeskind-Srogl reaction; Inert atmosphere; Microwave irradiation; regioselective reaction;96%
N-(2-((6-chloro-3-iodo-2-methylimidazo[1,2-b]pyridazin-8-yl)amino)ethyl)acetamide

N-(2-((6-chloro-3-iodo-2-methylimidazo[1,2-b]pyridazin-8-yl)amino)ethyl)acetamide

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

3,4,5-trimethoxyphenylboronic Acid

N-(2-((6-chloro-2-methyl-3-(3,4,5-trimethoxyphenyl)imidazo[1,2-b]pyridazin-8-yl)amino)ethyl)acetamide

N-(2-((6-chloro-2-methyl-3-(3,4,5-trimethoxyphenyl)imidazo[1,2-b]pyridazin-8-yl)amino)ethyl)acetamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 16h; Suzuki Coupling; Inert atmosphere;96%
3-bromo-1-tert-butyloxycarbonyl-5-methoxy-2-indolyl diphenyl phosphate

3-bromo-1-tert-butyloxycarbonyl-5-methoxy-2-indolyl diphenyl phosphate

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

3,4,5-trimethoxyphenylboronic Acid

1-tert-butyloxycarbonyl-3-(3,4,5-trimethoxyphenyl)-5-methoxy-2-indolyl diphenyl phosphate

1-tert-butyloxycarbonyl-3-(3,4,5-trimethoxyphenyl)-5-methoxy-2-indolyl diphenyl phosphate

Conditions
ConditionsYield
Stage #1: 3-bromo-1-tert-butyloxycarbonyl-5-methoxy-2-indolyl diphenyl phosphate; 3,4,5-trimethoxyphenylboronic Acid With palladium diacetate; ruphos In toluene at 20℃; for 0.0833333h; Suzuki Coupling; Inert atmosphere;
Stage #2: With potassium phosphate In water; toluene at 60℃; for 20h; Suzuki Coupling; Inert atmosphere; regioselective reaction;
96%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

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

3,4,5-trimethoxyphenylboronic Acid

Eudesmic acid
118-41-2

Eudesmic acid

Conditions
ConditionsYield
Stage #1: tert-butylisonitrile; 3,4,5-trimethoxyphenylboronic Acid With copper diacetate; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 24h; Molecular sieve; Sealed tube;
Stage #2: With water In N,N-dimethyl-formamide Molecular sieve; Sealed tube;
96%
6-chloro-3-nitropicolinonitrile
93683-65-9

6-chloro-3-nitropicolinonitrile

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

3,4,5-trimethoxyphenylboronic Acid

6-(3,4,5-trimethoxyphenyl)-3-nitropyridine-2-carbonitrile

6-(3,4,5-trimethoxyphenyl)-3-nitropyridine-2-carbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; Suzuki Coupling; Inert atmosphere;96%

3,4,5-Trimethoxyphenylboronic acid Chemical Properties

Molecular structure of 3,4,5-Trimethoxyphenylboronic acid (CAS NO.182163-96-8):

IUPAC Name: (3,4,5-Trimethoxyphenyl)boronic acid
Molecular Formula: C9H13BO5
Molecular Weight: 212.01 g/mol
Density: 1.21 g/cm3
Melting Point: >230 °C(lit.)
Boiling Point: 370.6 °C at 760 mmHg 
Flash Point: 177.9 °C
Index of Refraction: 1.513 
Molar Refractivity: 52.38 cm3 
Molar Volume: 174 cm3 
Surface Tension: 43.6 dyne/cm 
Enthalpy of Vaporization: 65.15 kJ/mol 
Vapour Pressure: 3.79E-06 mmHg at 25 °C 
Storage temp.: refrigerator (+4 °C)
H-Bond Donor: 2
H-Bond Acceptor: 5
Rotatable Bond Count: 4
Exact Mass: 212.085604
MonoIsotopic Mass: 212.085604
Topological Polar Surface Area: 68.2
Heavy Atom Count: 15 
Canonical SMILES: B(C1=CC(=C(C(=C1)OC)OC)OC)(O)O
InChI: InChI=1S/C9H13BO5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5,11-12H,1-3H3
InChIKey: RULQUTYJXDLRFL-UHFFFAOYSA-N
Product Categories: Substituted Boronic Acids; Alkoxy; Aryl; Organoborons; Boronic acid; Boronic acid series; Boronic Acids; Boronic Acids and Derivatives; Boronic Acids

3,4,5-Trimethoxyphenylboronic acid Uses

 3,4,5-Trimethoxyphenylboronic acid (CAS NO.182163-96-8) is commonly used as fine chemical material and pharmaceutical intermediate.

3,4,5-Trimethoxyphenylboronic acid Safety Profile

Hazard Codes: HarmfulXn, IrritantXi
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

3,4,5-Trimethoxyphenylboronic acid Specification

 3,4,5-Trimethoxyphenylboronic acid (CAS NO.182163-96-8) is also named as Boronicacid, B-(3,4,5-trimethoxyphenyl)- ; Boronicacid, (3,4,5-trimethoxyphenyl)- (9CI) ; 3,4,5-Trimethoxybenzeneboronic acid . 3,4,5-Trimethoxyphenylboronic acid (CAS NO.182163-96-8) is beige crystalline powder.

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