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1,2-Dimethoxybenzene

1,2-Dimethoxybenzene Structure
1,2-Dimethoxybenzene structure
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
Molecular Weight:
138.16
MDL Number:
MFCD00008357
MOL File:
91-16-7.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22
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1,2-Dimethoxybenzene 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)
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℃
Substances Added to Food (formerly EAFUS) 1,2-DIMETHOXYBENZENE
CAS DataBase Reference 91-16-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 61WJZ2Q41I
NIST Chemistry Reference Benzene, 1,2-dimethoxy-(91-16-7)
EPA Substance Registry System Veratrole (91-16-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
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)
NFPA 704
0
2 0

1,2-Dimethoxybenzene price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.08529 Pyrocatechol dimethyl ether for synthesis 91-16-7 250ML $55.1 2024-03-01 Buy
Sigma-Aldrich 140155 1,2-Dimethoxybenzene ReagentPlus , 99% 91-16-7 100g $30.1 2024-03-01 Buy
Sigma-Aldrich 8.08529 Pyrocatechol dimethyl ether for synthesis 91-16-7 1L $145 2024-03-01 Buy
Sigma-Aldrich 140155 1,2-Dimethoxybenzene ReagentPlus , 99% 91-16-7 1kg $198 2024-03-01 Buy
Sigma-Aldrich PHR2469 Guaiacol Impurity C Pharmaceutical Secondary Standard; Certified Reference Material 91-16-7 100MG $466 2022-05-15 Buy
Product number Packaging Price Buy
8.08529 250ML $55.1 Buy
140155 100g $30.1 Buy
8.08529 1L $145 Buy
140155 1kg $198 Buy
PHR2469 100MG $466 Buy

1,2-Dimethoxybenzene Chemical Properties,Uses,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).
1,2-Dimethoxybenzene synthesis

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 1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)ethanone Methyl ether
1,2-DIMETHOXY-4-ETHYLBENZENE 1-(3,4-DIMETHOXY-PHENYL)-PROPAN-1-ONE

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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 2,3,6,7,10,11-Triphenylenehexol 4,5-Dimethoxy-1-cyanobenzocyclobutane 3,4-Dimethoxyphenol ETHYL 3,4-DIMETHOXYPHENYLACETATE
4-Aminoveratrole (R)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline METHOXYBENZOQUINONE 6,7-DIMETHOXYISOQUINOLINE 3-ISOPROPYLCATECHOL

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1,2-Dimethoxybenzene Suppliers

Global( 650)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd 		+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5857 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5892 58
Hebei Weibang Biotechnology Co., Ltd 		+8617732866630 bess@weibangbio.com China 18153 58
airuikechemical co., ltd. 		+undefined86-15315557071 sales02@sdzhonghuimaterial.com China 983 58
Hebei Saisier Technology Co., LTD 		+86-18400010335 +86-18034520335 admin@hbsaisier.cn China 1015 58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		+8613343047651 admin@zlchemi.com China 3002 58
Hebei Longbang Technology Co., LTD 		+86-18633929156 +86-18633929156 admin@hblongbang.com China 941 58
JINING XINHE CHEMICAL CO., LTD 		+8615318402391 sales@xinhepharma.com China 809 58
HebeiShuoshengImportandExportco.,Ltd 		+86-18532138899 +86-18532138899 L18532138899@163.com China 939 58
Supplier Advantage
Hebei Mojin Biotechnology Co., Ltd 		58
Hebei Yanxi Chemical Co., Ltd. 		58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Hebei Weibang Biotechnology Co., Ltd 		58
airuikechemical co., ltd. 		58
Hebei Saisier Technology Co., LTD 		58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		58
Hebei Longbang Technology Co., LTD 		58
JINING XINHE CHEMICAL CO., LTD 		58
HebeiShuoshengImportandExportco.,Ltd 		58

View Lastest Price from 1,2-Dimethoxybenzene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2-Dimethoxybenzene pictures 2024-11-28 1,2-Dimethoxybenzene
91-16-7
 US $100.00-75.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
1,2-Dimethoxybenzene pictures 2024-11-28 1,2-Dimethoxybenzene
91-16-7
 US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
1, 2-Dimethoxybenzene pictures 2024-11-28 1, 2-Dimethoxybenzene
91-16-7
 US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd

1,2-Dimethoxybenzene Spectrum

1,2-Dimethoxybenzene(91-16-7)MS1,2-Dimethoxybenzene(91-16-7)1HNMR1,2-Dimethoxybenzene(91-16-7)13CNMR1,2-Dimethoxybenzene(91-16-7)IR11,2-Dimethoxybenzene(91-16-7)IR21,2-Dimethoxybenzene(91-16-7)Raman

91-16-7(1,2-Dimethoxybenzene)Related Search:

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Bis(2-ethylhexyl) phthalate Phthalic anhydride o-Anisidine 2-Aminoacetophenone Pyrocatechol Violet
o-Phthalaldehyde 1,2-Benzenedimethanol Phthalonitrile

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DIMETHYLPYROCATECHIN FEMA 3799 1,2-DIMETHOXYBENZENE VERATROLE PESTANAL (1,2-DIMETHOXYBENZENE VERATROLE 99+% 1,2-Dimethoxybenzene99% VERATROLE(1,2-DIMETHOXYBENZENE) Veratrole,97% pyrocatechin dimethyl ether 1,2-Dimethoxybenzene Catechol Dimethyl Ether Pyrocatechol Dimethyl Ether Pyrocatechol dimethyl ether for synthesis PYROCATECHOL DIMETHYL ETHER 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 VERATROL pure Pyrocatechol dimethyl ether, Veratrole Veratrole, 99+% 100GR 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-(1-phenylcyclohexyl)-3,4-dihydro-2H-pyridine 1,2-Dimethoxybenzene > Methoxamine Impurity 10 (1,2-Dimethoxybenzene) Phthalyl ether ortho-dimethyl hydroquinone China factory supply 1,2-Dimethoxybenzene CAS 91-16-7 Veratrole pure, 98% CATECHOL DIMETHYL ETHER GUAIACOL METHYL ETHER ODMB Veretrole Benzene, 1,2-dimethoxy- O-DIMETHOXYBENZENE VERATROL VERATROLE 1,2-Dimethoxybenzol Synthol Methoxamine Impurity 3 13C6]-1,2-Dimethoxybenzene Guaiacol EP Impurity C 91-16-7 96-16-7 91-16-1 CH3O2C6H4