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
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)
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)
N-Bromosuccinimide Price
- Product number
- 8.08529
- Product name
- Pyrocatechol dimethyl ether
- Purity
- for synthesis
- Packaging
- 250ML
- Price
- $55.1
- Updated
- 2024/03/01
- Product number
- 140155
- Product name
- 1,2-Dimethoxybenzene
- Purity
- ReagentPlus , 99%
- Packaging
- 100g
- Price
- $30.1
- Updated
- 2024/03/01
- Product number
- 8.08529
- Product name
- Pyrocatechol dimethyl ether
- Purity
- for synthesis
- Packaging
- 1L
- Price
- $145
- Updated
- 2024/03/01
- Product number
- 140155
- Product name
- 1,2-Dimethoxybenzene
- Purity
- ReagentPlus , 99%
- Packaging
- 1kg
- Price
- $198
- Updated
- 2024/03/01
- Product number
- PHR2469
- Product name
- Guaiacol Impurity C
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 100MG
- Price
- $466
- Updated
- 2022/05/15
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.
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
Preparation Products
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View Lastest Price from 1,2-Dimethoxybenzene manufacturers
- Product
- 1,2-Dimethoxybenzene 91-16-7
- Price
- US $0.00/KG
- Min. Order
- 200KG
- Purity
- 99.5%
- Supply Ability
- 500MT/Month
- Release date
- 2024-04-16
- Product
- 1,2-Dimethoxybenzene 91-16-7
- Price
- US $6.00-6.00/KG
- Min. Order
- 1KG
- Purity
- More than 99%
- Supply Ability
- 2000KG/Month
- Release date
- 2024-04-11
- Product
- 1,2-Dimethoxybenzene 91-16-7
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- 99.9%
- Supply Ability
- 200tons
- Release date
- 2024-04-09