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4179-19-5
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???(??):
???????;3,5-????????
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3,5-Dimethoxytoluene
???(??):
1,3-Dimethoxy-5-methylbenzene;ORCINOL DIMETHYL ETHER;SKL305;3,5-DIMETHOXYTOLUENE;Toluene, 3,5-dimethoxy-;3,5-Dimethoxytoluene,99%;3,5-Dimethoxytoluene >3,5-DiMethoxytoluene, GC 98%;1,3-dimethoxy-5-methyl-benzen;3,5-Dimethoxy-1-methylbenzene
CBNumber:
CB0230254
???:
C9H12O2
??? ??:
152.19
MOL ??:
4179-19-5.mol
MSDS ??:
SDS

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???
61-62 C
?? ?
244 °C (lit.)
??
1.039 g/mL at 25 °C (lit.)
???
n20/D 1.522(lit.)
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215 °F
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Sealed in dry,Room Temperature
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?????(???? ??), ???(???? ??)
??? ??
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Specific Gravity
1.039
??
??~???? ???
??
Warm and sweet, nut-like, earthy-mossy odor
BRN
2043558
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PERFUMING
InChI
1S/C9H12O2/c1-7-4-8(10-2)6-9(5-7)11-3/h4-6H,1-3H3
InChIKey
RIZBLVRXRWHLFA-UHFFFAOYSA-N
SMILES
COc1cc(C)cc(OC)c1
LogP
2.897 (est)
CAS ??????
4179-19-5(CAS DataBase Reference)
NIST
3,5-Dimethoxytoluene(4179-19-5)
EPA
3,5-Dimethoxytoluene (4179-19-5)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38
????? 26-36
WGK ?? 3
TSCA TSCA listed
HS ?? 29093090
???? ??? 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P271 ?? ?? ??? ? ?? ???? ?????.
P280 ????/???/???/?????? ?????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
1
2 0

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Clear colorless to yellow liquid

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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).

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3,5-Dimethoxytoluene has been suggested for use in perfume compositions as supporting note for Oakmoss and Vetiver, and as a novel note in Chypre, Fougere and Oriental fragrance types.

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3,5-Dimethoxytoluene can be produced from Orcinol in weak aqueous alkali with Dimethylsulfate at controlled temperature.

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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)
3,5-Dimethoxytoluene

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