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18479-58-8
???:
?????????
???(??):
?????????;2,6-????-7-??-2-?
???:
Dihydromyrcenol
???(??):
Dihydro;MYRCENOL;2,6-DIMETHYL-7-OCTEN-2-OL;Dihydromircenol;LYMOLENE;DIMYRCETOL;DIHIDROMIRCENOL;DIHYROMYRCENOL;2,6-dimethyl-7-octen-2-o;2,6-Dimethyl-oct-7-en-2-ol
CBNumber:
CB9161683
???:
C10H20O
??? ??:
156.27
MOL ??:
18479-58-8.mol
MSDS ??:
SDS

????????? ??

?? ?
84 °C10 mm Hg(lit.)
??
0.784 g/mL at 25 °C(lit.)
???
20Pa at 25℃
???
n20/D 1.443(lit.)
???
170 °F
?? ?? (pKa)
15.31±0.29(Predicted)
??? ??
liquid
??
??? ?? ??.
??
100.00%??. ??? ??? ?? ??? ?? ?? ??
?? ??
???
???? ??
synthetic
???
939mg/L at 20℃
?? ??
?? ? ?
??? ?? ??
??
??
InChI
1S/C10H20O/c1-5-9(2)7-6-8-10(3,4)11/h5,9,11H,1,6-8H2,2-4H3
InChIKey
XSNQECSCDATQEL-UHFFFAOYSA-N
SMILES
CC(CCCC(C)(C)O)C=C
LogP
3.25 at 40℃
CAS ??????
18479-58-8(CAS DataBase Reference)
NIST
7-Octen-2-ol, 2,6-dimethyl-(18479-58-8)
EPA
Dihydromyrcenol (18479-58-8)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38-36-36/38
????? 26-36/37
WGK ?? 1
RTECS ?? RH3420000
TSCA TSCA listed
???? ??? 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
?? The acute oral LD50 value in rats was reported as 5.3 g/kg (4.5-6.1 g/kg) (Moreno, 1972). The acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972)
???? ?? KE-11665
????(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
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P332+P313 ?? ??? ??? ???? ??· ??? ????.
P337+P313 ?? ?? ??? ???? ???? ??· ??? ????.

????????? C??? ??, ??, ??

??? ??

Dihydromyrcenol is a colorless liquid with a fresh citrus-like odor and a lavender note. It is obtained from 3,7-dimethyl-1,6- octadiene (citronellene), the pyrolysis product of cis-pinane and can be prepared by three different processes: (i) by addition of hydrogen chloride and subsequent hydrolysis of the resulting 2,6-dimethyl-2-chloro-7-octene; or (ii) by addition of formic acid and subsequent saponification of the resulting dihydromycrenyl formate; or (iii) by direct hydroxylation with 60–80% sulfuric acid.Dihydromyrcenol is used in fine fragrances as well as in soap and detergent perfumes for fresh lime and citrus-like floral notes.

??

Found in the leaf oils of Barosma venusta and in the oil of hops (Gildemeister & Hoffman, 1960)

??

Dihydromyrcenol is used in the fragrance industry for its fresh lime and citrus-like odor.
Dihydromyrcenol is a fragrance ingredient used in cosmetics, fine fragrances, shampoos, toilet soaps, and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. Its worldwide use is greater than >1000 metric tons per year (IFRA, 2004). A colorless, somewhat viscous liquid that is a mixture of approximately 50% 2,6-dimethyl-7-octen-2-ol and 50% 2,6-dimethyl-7-octen-2-yl formate. It has apparently not been reported to occur in nature.

??

ChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.

?? ??

Dihydromyrcenol is prepared by adding hydrogen chloride to myrcene followed by hydrolysis under mild conditions.(Bedoukian, 1967)

?? ??

Methoxycarbonylation of dihydromyrcenol catalyzed by [PdCl2(PPh3)2]-SnCl2·2H2O-2PPh3 has been investigated. Dihydromyrcenol is a widely used fragrance ingredient and has been evaluated for developmental toxicity in pregnant Sprague-Dawley rats.

Solubility in organics

Practically insoluble in water, soluble in alcohol and oils.

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