| Identification | More | [Name]
3,5-Dimethoxytoluene | [CAS]
4179-19-5 | [Synonyms]
3,5-DIMETHOXYTOLUENE
ORCINOL DIMETHYL ETHER
1,3-dimethoxy-5-methyl-benzen
1,3-Dimethoxy-5-methylbenzene
1,3-dimethoxy-5-methyl-Benzene
3,5-Dimethoxy-1-methylbenzene
5-Methylresorcinol dimethyl ether
Benzene, 1,3-dimethoxy-5-methyl-
Toluene, 3,5-dimethoxy-
1,5-Dimethoxy-3-methylbenzene
5-Methyl-1,3-dimethoxybenzene | [EINECS(EC#)]
224-048-9 | [Molecular Formula]
C9H12O2 | [MDL Number]
MFCD00015435 | [Molecular Weight]
152.19 | [MOL File]
4179-19-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to yellow liquid | [Melting point ]
61-62 C | [Boiling point ]
244 °C (lit.) | [density ]
1.039 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.522(lit.)
| [Fp ]
215 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Sparingly), Methanol (Sparingly) | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.039 | [Odor]
Warm and sweet, nut-like, earthy-mossy odor | [BRN ]
2043558 | [LogP]
2.897 (est) | [CAS DataBase Reference]
4179-19-5(CAS DataBase Reference) | [NIST Chemistry Reference]
3,5-Dimethoxytoluene(4179-19-5) | [EPA Substance Registry System]
4179-19-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29093090 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to yellow liquid | [Uses]
3,5-Dimethoxytoluene (DMT) may be used in the synthesis of 3,5-dimethoxybenzoic acid by oxidation and 2-methoxy-6-methyl-1,4-benzoquinone by catalytic oxidation with hydrogen peroxide (H2O2)/methyltrioxorhenium (CH3ReO3) in dimethyl carbonate (DMC). | [Definition]
ChEBI: 3,5-dimethoxytoluene is a member of the class of toluenes that is toluene in which the hydrogens at positions 3 and 5 have been replaced by methoxy groups. It is the major scent compound of many rose varieties. It has a role as a fragrance and a plant metabolite. It is a member of toluenes and a member of methoxybenzenes. | [Production Methods]
3,5-Dimethoxytoluene can be produced from Orcinol in weak aqueous alkali
with Dimethylsulfate at controlled temperature. | [Synthesis Reference(s)]
Organic Syntheses, Coll. Vol. 6, p. 859, 1988
The Journal of Organic Chemistry, 70, p. 3275, 2005 DOI: 10.1021/jo050075r | [General Description]
3,5-Dimethoxytoluene (DMT) is a methoxylated phenolic derivative. It is reported to be one of the main constituent of the floral volatiles in different rose varieties. It has been biosynthesized from orcinol by two successive methylation catalyzed by O-methyltransferases (OMTs). The features of its aerobic oxidation with metal/bromide catalysts have been investigated. | [Synthesis]
A solution of dry orcinol (14.2 g,0.115 mole) in dry anhydrous acetone(150 ml) containing anhydrous potassium carbonate (45 g) is refluxed withdimethyl sulphate (23.6 ml，31.46 g, 0.25 mole) for 4 hr. The dimethylsulphate is added in small lots of 5 ml. After refluxing, the solution isfiltered and the inorganic residue washed with hot acetone (2 x 25 ml).The combined acetone solution is distilled and the residue macerated withcrushed ice. It is extracted with ether, the ether extract dried (anhydroussodium sulphate) and distilled. Yield 14.2 g (81.6%).B.p.102° (8 mm)
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