| Identification | More | [Name]
1,2-Dimethoxybenzene | [CAS]
91-16-7 | [Synonyms]
1,2-DIMETHOXYBENZENE
CATECHOL DIMETHYL ETHER
DIMETHYLPYROCATECHIN
FEMA 3799
GUAIACOL METHYL ETHER
O-DIMETHOXYBENZENE
PYROCATECHOL DIMETHYL ETHER
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
ODMB | [EINECS(EC#)]
202-045-3 | [Molecular Formula]
C8H10O2 | [MDL Number]
MFCD00008357 | [Molecular Weight]
138.16 | [MOL File]
91-16-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless crystals or liquid. Soluble in alcohol
and ether; slightly soluble in water. | [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 | [refractive index ]
n20/D 1.533(lit.)
| [Fp ]
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 ℃ | [JECFA Number]
1248 | [Merck ]
14,9956 | [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]
91-16-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36:Wear suitable protective clothing .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
1
| [RTECS ]
CZ6475000
| [TSCA ]
Yes | [HS Code ]
29093090 | [Toxicity]
LD50 in rats, mice (mg/kg): 1360, 2020 orally (Jenner) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
PETROLEUM ETHER-->Catechol-->Chloromethane-->Guaiacol-->1-(3,4-Dimethoxyphenyl)-2-(2-methoxyphenoxy)ethanone Methyl ether-->1,2-DIMETHOXY-4-ETHYLBENZENE-->1-(3,4-DIMETHOXY-PHENYL)-PROPAN-1-ONE | [Preparation Products]
6,7-DIMETHOXY-3-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE-->5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile-->3-Methyl-2-(3,4-dimethoxyphenyl)butyronitrile-->2,3-Dimethoxyphenylboronic acid-->(3,4-Dimethoxyphenyl)acetonitrile-->4-Chloro-3',4'-dimethoxybenzophenone-->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 |
| Questions And Answer | Back Directory | [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 |
| Hazard Information | Back Directory | [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.
| [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. | [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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