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Cas Database |
| Name |
3,4,5-Trimethoxyphenol |
EINECS | 211-387-2 |
| CAS No. | 642-71-7 | Density | 1.152 g/cm3 |
| PSA | 47.92000 | LogP | 1.41800 |
| Solubility | N/A | Melting Point |
146-149 °C |
| Formula | C9H12O4 | Boiling Point | 313.1 °C at 760 mmHg |
| Molecular Weight | 184.192 | Flash Point | 143.2 °C |
| Transport Information | N/A | Appearance | light yellow to brown crystalline powder |
| Safety | 37/39-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
3,4,5-Trimethoxyphenol;Antiarol; |
Article Data | 49 |
3,4,5-Trimethoxyphenol Synthetic route
| Conditions | Yield |
|---|---|
| With cesiumhydroxide monohydrate; t-BuBrettPhos; C44H62NO5PPdS; water In 1,4-dioxane at 20℃; for 18h; Inert atmosphere; | 91% |
- 105205-66-1
2-(3,4,5-Trimethoxy-phenyl)-propan-2-ol
- 642-71-7
3,4,5-trimethoxyphenol
| Conditions | Yield |
|---|---|
| With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 1.5h; | 87% |
| With dihydrogen peroxide; toluene-4-sulfonic acid In tetrahydrofuran at 22℃; for 4h; | 73% |
| With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; |
| Conditions | Yield |
|---|---|
| Stage #1: 3,4,5-trimethoxy-benzaldehyde With dibutyl ether; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide In 2,2,2-trifluoroethanol at 20℃; for 0.25h; Baeyer-Villiger oxidation; Stage #2: With potassium hydroxide In methanol for 2h; Further stages.; | 85% |
| With dihydrogen peroxide; 3,5-bis(perfluorooctyl)phenyl butylselenide In 1,2-dichloro-ethane at 80℃; | 75% |
| Stage #1: 3,4,5-trimethoxy-benzaldehyde With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 20℃; for 1h; Stage #2: With potassium carbonate In methanol at 20℃; for 0.5h; | 70% |
- 24313-88-0
3,4,5-Trimethoxyaniline
- 642-71-7
3,4,5-trimethoxyphenol
| Conditions | Yield |
|---|---|
| Stage #1: 3,4,5-Trimethoxyaniline With sulfuric acid; sodium nitrite In water at 10 - 15℃; Stage #2: With sulfuric acid; copper(II) sulfate at 100℃; for 2h; | 80% |
| Stage #1: 3,4,5-Trimethoxyaniline With tetrafluoroboric acid In water at 20℃; for 0.0333333h; Stage #2: With sodium nitrite In water at 0℃; for 0.5h; Stage #3: With copper(I) oxide; copper(II) sulfate In water at 0 - 20℃; for 0.5h; | 76% |
| Diazotization.Kochen der Loesung mit Schwefelsaeure; | |
| With sulfuric acid; copper(II) sulfate; sodium nitrite at 20 - 60℃; for 1.25h; | 0.95 g |
| Stage #1: 3,4,5-Trimethoxyaniline With tetrafluoroboric acid In tetrahydrofuran Stage #2: With sodium nitrite In tetrahydrofuran; water at -5 - 0℃; Stage #3: With sulfuric acid; water; sodium sulfate at 70℃; | 2.3 g |
- 182163-96-8
3,4,5-trimethoxyphenylboronic Acid
- 642-71-7
3,4,5-trimethoxyphenol
| Conditions | Yield |
|---|---|
| With rongalite In ethanol; water at 20℃; for 8h; Irradiation; | 77% |
- 1408323-52-3
1-phenyl-2-(3,4,5-trimethoxyphenoxy)ethanone
A
- 642-71-7
3,4,5-trimethoxyphenol
| Conditions | Yield |
|---|---|
| With gallium(III) triflate In nitromethane at 25℃; for 5h; Catalytic behavior; Solvent; Inert atmosphere; | A 12% B 48% |
- 642-71-7
3,4,5-trimethoxyphenol
| Conditions | Yield |
|---|---|
| With water; sodium acetate; copper(l) chloride In N,N-dimethyl-formamide at 40℃; for 2h; Inert atmosphere; Sealed tube; | 42% |
- 15233-65-5
2,6-dimethoxy-1,4-hydroquinone
- 77-78-1
dimethyl sulfate
A
- 642-71-7
3,4,5-trimethoxyphenol
B
- 5333-45-9
1,2,3,5-tetramethoxybenzene
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 63591-70-8
2',4',5,5',6,7-hexamethoxyflavone
A
- 642-71-7
3,4,5-trimethoxyphenol
B
- 22248-14-2
6-hydroxy-2,3,4-trimethoxyacetophenone
C
- 490-64-2
asaronic acid
D
- 55162-39-5
6-hydroxy-2,3,4-trimethoxybenzoic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol for 120h; Heating; |
3,4,5-Trimethoxyphenol Specification
The IUPAC name of 3,4,5-Trimethoxyphenol is 3,4,5-trimethoxyphenol. With the CAS registry number 642-71-7, it is also named as Phenol, 3,4,5-trimethoxy-. The product's categories are Aromatic Phenols; Organic Building Blocks; Oxygen Compounds; Phenols. Besides, it is light yellow to brown crystalline powder, which should be stored in sealed containers in a cool, dry place away from oxidizing agents. In addition, its molecular formula is C9H12O4 and molecular weight is 184.19.
The other characteristics of this product can be summarized as: (1)EINECS: 211-387-2; (2)ACD/LogP: 1.07; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.07; (5)ACD/LogD (pH 7.4): 1.07; (6)ACD/BCF (pH 5.5): 3.82; (7)ACD/BCF (pH 7.4): 3.81; (8)ACD/KOC (pH 5.5): 90.89; (9)ACD/KOC (pH 7.4): 90.46; (10)#H bond acceptors: 4; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 4; (13)Polar Surface Area: 36.92 Å2; (14)Index of Refraction: 1.514; (15)Molar Refractivity: 48.17 cm3; (16)Molar Volume: 159.8 cm3; (17)Polarizability: 19.09×10-24cm3; (18)Surface Tension: 36.2 dyne/cm; (19)Density: 1.152 g/cm3; (20)Flash Point: 143.2 °C; (21)Melting point: 146-149 °C; (22)Enthalpy of Vaporization: 57.62 kJ/mol; (23)Boiling Point: 313.1 °C at 760 mmHg; (24)Vapour Pressure: 0.000276 mmHg at 25 °C.
Preparation of 3,4,5-Trimethoxyphenol: this chemical can be prepared by 2-(3,4,5-trimethoxy-phenyl)-propan-2-ol.
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This reaction NaBO3.4H2O, BF3.Et2O and tetrahydrofuran at temperature of 0 °C for 1.5 hours. The yield is 87 %.
Uses of 3,4,5-Trimethoxyphenol: it can react with acetic acid anhydride to get 5-acetoxy-1,2,3-trimethoxy-benzene.
.png)
This reaction needs AcONa at temperature of 110 °C for 2 hours. The yield is 96 %.
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, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: COC1=CC(=CC(=C1OC)OC)O
(2)InChI: InChI=1S/C9H12O4/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5,10H,1-3H3
(3)InChIKey: VTCDZPUMZAZMSB-UHFFFAOYSA-N
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