Description Uses References
ChemicalBook > CAS DataBase List > 1,2-Dimethoxybenzene

1,2-Dimethoxybenzene

Description Uses References
Product Name
1,2-Dimethoxybenzene
CAS No.
91-16-7
Chemical Name
1,2-Dimethoxybenzene
Synonyms
VERATROLE;Benzene, 1,2-dimethoxy-;VERATROL;Veretrole;ODMB;Synthol;O-DIMETHOXYBENZENE;1,2-Dimethoxybenzol;GUAIACOL METHYL ETHER;CATECHOL DIMETHYL ETHER
CBNumber
CB5144392
Molecular Formula
C8H10O2
Formula Weight
138.16
MOL File
91-16-7.mol
More
Less

1,2-Dimethoxybenzene Property

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)
FEMA 
3799 | 1,2-DIMETHOXYBENZENE
refractive index 
n20/D 1.533(lit.)
Flash point:
189 °F
storage temp. 
Store below +30°C.
solubility 
6.69g/l insoluble
form 
Powder
color 
White to cream
Odor
at 1.00 % in dipropylene glycol. sweet creamy vanilla phenolic musty
Odor Type
vanilla
Water Solubility 
Soluble in alcohol, diethyl ether, acetone, and methanol. Slightly soluble in water.
FreezingPoint 
21.0 to 23.0 ℃
Merck 
14,9956
JECFA Number
1248
BRN 
1364621
Dielectric constant
4.0899999999999999
InChIKey
ABDKAPXRBAPSQN-UHFFFAOYSA-N
LogP
1.75-2.22 at 25℃
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)
More
Less

Safety

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)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.08529
Product name
Pyrocatechol dimethyl ether
Purity
for synthesis
Packaging
250ML
Price
$55.1
Updated
2024/03/01
Sigma-Aldrich
Product number
140155
Product name
1,2-Dimethoxybenzene
Purity
ReagentPlus , 99%
Packaging
100g
Price
$30.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08529
Product name
Pyrocatechol dimethyl ether
Purity
for synthesis
Packaging
1L
Price
$145
Updated
2024/03/01
Sigma-Aldrich
Product number
140155
Product name
1,2-Dimethoxybenzene
Purity
ReagentPlus , 99%
Packaging
1kg
Price
$198
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2469
Product name
Guaiacol Impurity C
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100MG
Price
$466
Updated
2022/05/15
More
Less

1,2-Dimethoxybenzene Chemical Properties,Usage,Production

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.

Uses

1,2-Dimethoxybenzene was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles.

Uses

Veratrole is common reagent in organic synthesis such as the synthesis of arizonins B1 and C1. Also used in the synthesis of pharmacophores of salmeterol and roflumilast as dual β2-adrenoreceptor agonists-PDE4 inhibitors.

Definition

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

Preparation

Prepared by methylation of pyrocatechol.
1,2-Dimethoxybenzene can also be prepared from Catechol. The specific synthesis steps are as follows:
 Aqueous sodium hydroxide(40%,175 ml)is added dropwise during 3 hr at 18-22 to a well stirred mixture of catechol (50 g,0.45 mole),sodium hydrosulphite (20 g,0.115 mole),dimethyl sulphate (110 ml,146.63 g, 1.16 mole)and alcohol (150 ml).Ice (1 kg)is added to the reaction mixture and left overnight at room temperature.It is extracted with ether (2x 200 ml).The ether extract is washed with water,dried (anhydrous sodium sulphtate)and distilled.Veratrole is obtained as oil.Yield 52.75 g (84.1%).B.p.207°(1it.3b.p.207).

Taste threshold values

Intolerable at 40 ppm.

General Description

1,2-Dimethoxybenzene reacts with Li{N(SO2CF3)2} to yield molecular crystal [Li{N(SO2CF3)2}{C6H4(OCH3)2}2] having solid-state lithium ion conductivity. It is a potential pollinator attractant of the nocturnal moth Hadena bicruris.

Toxicology

Data from 1,2-dimethoxybenzene and read-across analog 1,4-dimethoxybenzene (CAS # 150-78-7) show that 1,2-dimethoxybenzene is not expected to be genotoxic. Data show that there are no safety concerns for 1,2-dimethoxybenzene for skin sensitization under the current declared levels of use. The repeated dose, reproductive, and local respiratory toxicity endpoints were evaluated using the TTC for a Cramer Class I material, and the exposure to 1,2-dimethoxybenzene is below the TTC (0.03 mg/kg/day, 0.03 mg/kg/day, and 1.4 mg/day, respectively). The phototoxicity/photoallergenicity endpoints were evaluated based on UV spectra; 1,2-dimethoxybenzene is not expected to be phototoxic/photoallergenic. For the environmental endpoints, 1,2-dimethoxybenzene is not a PBT as per the IFRA Environmental Standards, and its risk quotients (i.e., PEC/PNEC) for the aquatic environment, based on its current volume of use in Europe and North America, are < 1

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.]

1,2-Dimethoxybenzene Preparation Products And Raw materials

Raw materials

Guaiacol Catechol PETROLEUM ETHER Chloromethane

Preparation Products

5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile 4-Chloro-3',4'-dimethoxybenzophenone (3,4-Dimethoxyphenyl)acetonitrile 6,7-DIMETHOXY-3-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE 2,3-Dimethoxyphenylboronic acid 3-Methyl-2-(3,4-dimethoxyphenyl)butyronitrile
More
Less

1,2-Dimethoxybenzene Suppliers

Americas 1 Belgium 3 Canada 4 China 436 Europe 4 France 4 Germany 14 Hungary 3 India 72 Japan 8 Poland 1 Slovakia 1 South Korea 2 Switzerland 2 The Netherlands 1 Ukraine 3 United Kingdom 14 United States 74 USA 1 Global 648
HUAIAN DEPON CHEMICAL CO., LTD.
Tel
0517-82332538 13852381548
Fax
0517-82332537
Email
sales@deponchem.com
Country
China
ProdList
9
Advantage
12
Shanghai Zheyuan Chemical Co., Ltd.
Tel
15921863060
Email
my_furongdi@163.com
Country
China
ProdList
24
Advantage
58
Zibo Junlida Chemical Co. , Ltd.
Tel
18560270963
Email
1258536883@qq.com
Country
China
ProdList
367
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820 13031183356
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1390
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
More
Less

View Lastest Price from 1,2-Dimethoxybenzene manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
1,2-Dimethoxybenzene 91-16-7
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-21
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1, 2-Dimethoxybenzene 91-16-7
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
1,2-Dimethoxybenzene 91-16-7
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-02

91-16-7, 1,2-DimethoxybenzeneRelated Search:

O-Phthalimide Dibutyl phthalate Dimethyldimethoxysilane 1,1-Dimethoxyethane 2,6-Dimethoxybenzaldehyde Phthalic acid Potassium hydrogen phthalate Diphenyldimethoxysilane 1,3-Dimethoxybenzene Dimethoxymethane Bis(2-ethylhexyl) phthalate Phthalic anhydride o-Anisidine 2-Aminoacetophenone Pyrocatechol Violet o-Phthalaldehyde 1,2-Benzenedimethanol Phthalonitrile

  • CATECHOL DIMETHYL ETHER
  • DIMETHYLPYROCATECHIN
  • FEMA 3799
  • GUAIACOL METHYL ETHER
  • 1,2-DIMETHOXYBENZENE
  • ODMB
  • VERATROLE PESTANAL (1,2-DIMETHOXYBENZENE
  • VERATROLE 99+%
  • Veretrole
  • 1,2-Dimethoxybenzene99%
  • Benzene, 1,2-dimethoxy-
  • VERATROLE(1,2-DIMETHOXYBENZENE)
  • Veratrole,97%
  • pyrocatechin dimethyl ether
  • 1,2-Dimethoxybenzene Catechol Dimethyl Ether Pyrocatechol Dimethyl Ether
  • Pyrocatechol dimethyl ether for synthesis
  • 1-(1-phenylcyclohexyl)-3,4-dihydro-2H-pyridine
  • PYROCATECHOL DIMETHYL ETHER
  • O-DIMETHOXYBENZENE
  • VERATROL
  • VERATROLE
  • 1,2-dimethoxy-benzen
  • 1,2-Dimethoxybenzene (veratroI)
  • 1,2-Dimethoxybenzene (Veratrol)
  • 1,2-Dimethoxybenzene (veratrole)
  • Benzene, o-dimethoxy-
  • Dimethylether pyrokatechinu
  • dimethyletherpyrokatechinu
  • O,O-Dimethyl catechol
  • o-dimethoxy-benzen
  • Orthodimethoxybenzene
  • 1,2-Dimethoxybenzol
  • VERATROL pure
  • Pyrocatechol dimethyl ether, Veratrole
  • Veratrole, 99+% 100GR
  • Synthol
  • GUAIACOL METHYLETHER(RG)
  • 2-DiMethoxybenzene
  • Catechol Dimethyl Ether Pyrocatechol Dimethyl Ether Veratrole
  • PYROCATECHOL DIMETHYL ETHER FOR SYNTHESI
  • 1,2-DiMethoxybenzene ReagentPlus(R), 99%
  • Veratrole, Standard for GC, >=99.5% (GC)
  • (RS)-2-methyl-3-aminopropionitrile
  • 1,2-DiMethoxyb
  • 1,2-Dimethoxybenzene Vetec(TM) reagent grade, 98%
  • 1,2-Dimethoxybenzene &gt
  • Methoxamine Impurity 10 (1,2-Dimethoxybenzene)
  • Phthalyl ether
  • ortho-dimethyl hydroquinone
  • China factory supply 1,2-Dimethoxybenzene CAS 91-16-7
  • Veratrole pure, 98%
  • Methoxamine Impurity 3
  • Guaiacol EP Impurity C
  • Guaiacol Impurity C
  • 91-16-7
  • 96-16-7
  • 91-16-1
  • CH3O2C6H4