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1,2-Dimethoxybenzene

Basic information Description Uses References Safety Related Supplier

1,2-Dimethoxybenzene Basic information

Product Name:
1,2-Dimethoxybenzene
CAS:
91-16-7
MF:
C8H10O2
MW:
138.16
EINECS:
202-045-3
Mol File:
91-16-7.mol
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1,2-Dimethoxybenzene Chemical Properties

Melting point:
15 °C(lit.)
Boiling point:
206-207 °C(lit.)
Density 
1.084 g/mL at 25 °C(lit.)
vapor pressure 
0.63 hPa (25 °C)
refractive index 
n20/D 1.533(lit.)
FEMA 
3799 | 1,2-DIMETHOXYBENZENE
Flash point:
189 °F
storage temp. 
Store below +30°C.
solubility 
6.69g/l insoluble
form 
Powder
color 
White to cream
Water Solubility 
Soluble in alcohol, diethyl ether, acetone, and methanol. Slightly soluble in water.
JECFA Number
1248
Merck 
14,9956
BRN 
1364621
InChIKey
ABDKAPXRBAPSQN-UHFFFAOYSA-N
CAS DataBase Reference
91-16-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1,2-dimethoxy-(91-16-7)
EPA Substance Registry System
Veratrole (91-16-7)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-20/21/22
Safety Statements 
36-23-24/25
WGK Germany 
1
RTECS 
CZ6475000
TSCA 
Yes
HS Code 
29093090
Toxicity
LD50 in rats, mice (mg/kg): 1360, 2020 orally (Jenner)

MSDS

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1,2-Dimethoxybenzene Usage And Synthesis

Description

1, 2-Dimethoxybenzene, commonly known as veratrole, is an organic compound with the formula C6H4(OCH3)2. It is a colorless liquid with a pleasant odor and slight solubility in water.
It is the dimethyl ether derived from pyrocatechol, too.
1, 2-Dimethoxybenzene is naturally occurring. Its biosynthesis entails the methylation of guaiacol by guaiacol O-methyltransferase.1, 2-Dimethoxybenzene is an insect attractant.
Guaiacol O-methyltransferase gene is first scent gene discovered so far in any plant species.

Uses

1, 2-Dimethoxybenzene is a building block for the organic synthesis of other aromatic compounds. Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution. An example of the use of veratrole is in the synthesis of Domipizone.
Veratrole can easily be brominated with NBS to give 4-bromoveratrole.

References

1.https://en.wikipedia.org/wiki/1,2-Dimethoxybenzene
2.https://pubchem.ncbi.nlm.nih.gov/compound/1_2-Dimethoxybenzene#section=Chemical-and-Physical-Properties

Chemical Properties

Colorless crystals or liquid. Soluble in alcohol and ether; slightly soluble in water.

Occurrence

Reported present in asparagus (raw and cooked), bonito (dried), broccoli (cooked), cauliflower (cooked), cognac, endive, grape, Gruyere de Comte cheese, guava, leek (raw and heated), olive, peas, rhubarb, rice bran and vanilla extract.

Preparation

Prepared by methylation of pyrocatechol.

Definition

ChEBI: A dimethoxybenzene with the methoxy groups at ortho-positions.

Taste threshold values

Intolerable at 40 ppm.

Purification Methods

Steam distil veratrole, then fractionally distil it from BaO, CaH2 or Na. Crystallise it from *benzene or low-boiling pet ether at 0o. Fractionally crystallise it from its melt. Store it over anhydrous Na2SO4. [Beilstein 6 IV 5564.]

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1,2-DimethoxybenzeneSupplierMore

0 Gold
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Products Intro:
Product Name:1,2-DIMETHOXYBENZENE
CAS:91-16-7
Purity:99
Shanghai Zheyuan Chemical Co., Ltd. Gold
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Products Intro:
Product Name:1,2-Dimethoxybenzene
CAS:91-16-7
Purity:99% Package:200kg/桶
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
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Products Intro:
Product Name:1,2-Dimethoxybenzene, 99%
CAS:91-16-7
Purity:99% Package:100G;25G;500G
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Products Intro:
Product Name:Veratrole
CAS:91-16-7
Purity:99+% Remarks:16111
Alfa Aesar
Tel:
400-610-6006; 021-67582000
Email:
saleschina@alfa-asia.com
Products Intro:
Product Name:Veratrole, 99%
CAS:91-16-7
Package:250g Remarks:A11985
Basic information Description Uses References Safety Related Supplier