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| CAS No.: | 122775-35-3 |
|---|---|
| Name: | 3,4-Dimethoxyphenylboronic acid |
| Article Data: | 13 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H11BO4 |
| Molecular Weight: | 181.984 |
| Synonyms: | Boronicacid, (3,4-dimethoxyphenyl)- (9CI); |
| EINECS: | -0 |
| Density: | 1.19 g/cm3 |
| Melting Point: | 245-250 °C(lit.) |
| Boiling Point: | 336.7 °C at 760 mmHg |
| Flash Point: | 157.4 °C |
| Solubility: | 25 g/L in water |
| Appearance: | white to light beige powder and granules |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 58.92000 |
| LogP: | -0.61640 |
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- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 365564-10-9
2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h; | 95% |
| Conditions | Yield |
|---|---|
| With Mg In tetrahydrofuran Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF; | 78% |
| Stage #1: 4-Bromoveratrole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 17h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; for 2h; pH=1; Inert atmosphere; | 64% |
| Stage #1: 4-Bromoveratrole With tert.-butyl lithium In tetrahydrofuran at -78℃; for 1h; Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; for 1h; | |
| Stage #1: 4-Bromoveratrole With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 25℃; Inert atmosphere; |
- 2859-78-1
4-Bromoveratrole
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: 4-Bromoveratrole With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 78% |
| Stage #1: 4-Bromoveratrole With tert.-butyl lithium In tetrahydrofuran at -78℃; Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Further stages.; | 39% |
| Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: hydrogenchloride / tetrahydrofuran; water / -20 - 20 °C / Inert atmosphere View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: 4-Bromoveratrole With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 74% |
- 6315-89-5
3,4-dimethoxyaniline
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: 3,4-dimethoxyaniline With hydrogenchloride; sodium nitrite In methanol; water at 0 - 5℃; for 0.5h; Stage #2: With tetrahydroxydiboron In methanol; water at 20℃; for 1h; | 65% |
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrahydrofuran at 22℃; | |
| With hydrogenchloride In tetrahydrofuran; water at -20 - 20℃; Inert atmosphere; | 17.2 g |
- 91-16-7
1,2-dimethoxybenzene
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; silica gel / dichloromethane / 24 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: hydrogenchloride / tetrahydrofuran; water / -20 - 20 °C / Inert atmosphere View Scheme |
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
- 570402-53-8
1-[2-(4-methoxy-phenyl)-ethyl]-3,4-bis-trifluoromethanesulfonyloxy-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester
| Conditions | Yield |
|---|---|
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 20h; Suzuki cross-coupling; Heating; | 100% |
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
| Conditions | Yield |
|---|---|
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 85℃; for 24h; Suzuki-Miyaura reaction; | 100% |
- 3141-27-3
2,5-dibromothiophen
- 122775-35-3
3,4-Dimethoxyphenylboronic acid
- 1394840-81-3
2,5-bis(3',4'-dimethoxyphenyl)thiophene
| Conditions | Yield |
|---|---|
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 90℃; Inert atmosphere; | 100% |
| With sodium carbonate; Pd(PPh3)4 In 1,4-dioxane |
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Chemistry
Systematic Name: (3,4-Dimethoxyphenyl)boronic acid
Synonyms of 3,4-Dimethoxyphenylboronic acid (CAS NO.122775-35-3): 3,4-Dimethoxyphenylboronic acid,97%
CAS NO: 122775-35-3
Molecular Formula: C8H11BO4
Molecular Weight: 181.98
Molecular Structure: 
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 5
Polar Surface Area: 36.92 Å2
Index of Refraction: 1.517
Molar Refractivity: 46.01 cm3
Molar Volume: 151.8 cm3
Surface Tension: 43 dyne/cm
Density: 1.19 g/cm3
Flash Point: 157.4 °C
Enthalpy of Vaporization: 61.21 kJ/mol
Boiling Point: 336.7 °C at 760 mmHg
Vapour Pressure: 4.31E-05 mmHg at 25°C
Melting Point: 245-250 °C(lit.)
Storage temp: Keep Cold
Water Solubility: 25 g/L
Appearance: white to light beige powder and granules
Product Categories of of 3,4-Dimethoxyphenylboronic acid (CAS NO.122775-35-3): blocks;BoronicAcids;Boronic Acid series;Substituted Boronic Acids;Boronic Acid;Alkoxy;Aryl;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids;Boronic Acids and Derivatives
SMILES: O(c1ccc(cc1OC)B(O)O)C
InChI: InChI=1/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3
InChIKey: RCVDPBFUMYUKPB-UHFFFAOYAB
Std. InChI: InChI=1S/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3
Std. InChIKey: RCVDPBFUMYUKPB-UHFFFAOYSA-N
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant/Keep Cold
HazardClass: IRRITANT
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store 3,4-Dimethoxyphenylboronic acid (CAS NO.122775-35-3) in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.)