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Cas Database |
| Name |
3,4,5-Trimethoxyphenylboronic acid |
EINECS | N/A |
| CAS No. | 182163-96-8 | Density | 1.21 g/cm3 |
| PSA | 68.15000 | LogP | -0.60780 |
| Solubility | N/A | 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 | N/A | Appearance | beige crystalline powder |
| Safety | 37/39-26-36 | Risk Codes | 36/37/38-22-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn, Xi
|
| Synonyms |
Boronicacid, (3,4,5-trimethoxyphenyl)- (9CI);Boronicacid, B-(3,4,5-trimethoxyphenyl)-; |
Article Data | 11 |
3,4,5-Trimethoxyphenylboronic acid Synthetic route
- 2675-79-8
1-bromo-3,4,5-trimethoxybenzene
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| 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 |
- 121-43-7
Trimethyl borate
- 2675-79-8
1-bromo-3,4,5-trimethoxybenzene
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| 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; | 95% |
- 25245-29-8
5-iodo-1,2,3-trimethoxybenzene
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| 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% |
- 133095-91-7
3,4,5-trimethoxyphenylmagnesium bromide
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| Stage #1: 3,4,5-trimethoxyphenylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Stage #2: With hydrogenchloride In water | 65% |
- 25245-29-8
5-iodo-1,2,3-trimethoxybenzene
- 121-43-7
Trimethyl borate
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| 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; |
- 24313-88-0
3,4,5-Trimethoxyaniline
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| 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 |
- 1016971-56-4
C27H33B3O12
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| With water at 25℃; Equilibrium constant; |
- 1016971-65-5
C27H33B3O8
A
- 301699-39-8
(4-methoxy-3,5-dimethylphenyl)boronic acid
B
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| With water at 25℃; Equilibrium constant; |
- 1016971-67-7
C27H33B3O10
A
- 301699-39-8
(4-methoxy-3,5-dimethylphenyl)boronic acid
B
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
| Conditions | Yield |
|---|---|
| With water at 25℃; Equilibrium constant; |
- 1016971-69-9
C39H57B3O8
A
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
B
- 233584-42-4
4-methoxy-3,5-di-tert-butylphenylboronic acid pinacol ester
| Conditions | Yield |
|---|---|
| With water at 25℃; Equilibrium constant; |
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: 
Xn, 
Xi
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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