63670
(±)-薄荷醇
racemic, ≥98.0% (GC)
别名:
薄荷醇, 外消旋薄荷醇, 2-异丙基-5-甲基环己醇, 六氢百里香酚
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关于此项目
经验公式（希尔记法）:
C10H20O
化学文摘社编号:
分子量:
156.27
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-939-0
Beilstein/REAXYS Number:
3194263
MDL number:
Assay:
≥98.0% (GC)
Form:
solid
form
solid
InChI key
NOOLISFMXDJSKH-UHFFFAOYSA-N
InChI
1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
SMILES string
CC(C)C1CCC(C)CC1O
vapor pressure
0.8 mmHg ( 20 °C)
assay
≥98.0% (GC)
quality
racemic
bp
216 °C (lit.)
mp
34-36 °C (lit.)
density
0.89 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
Gene Information
human ... TRPA1(8989), TRPM8(79054)
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General description
(±)-薄荷醇（外消旋薄荷醇）可以通过柠檬醛的氢化反应进行合成。
Application
使用皱褶假丝酵母Candida rugosa脂肪酶（CRL）和脂肪酶PS（来自洋葱假单胞菌Pseudomonas cepacia）作为催化剂，可以将(±)-薄荷醇（外消旋薄荷醇）转化为(-)-乙酸薄荷酯。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
204.8 °F
flash_point_c
96 °C
ppe
dust mask type N95 (US), Eyeshields, Gloves
"Lipase-catalyzed resolution of p-menthan-3-ols monoterpenes: preparation of the enantiomer-enriched forms of menthol, isopulegol, trans-and cis-piperitol, and cis-isopiperitenol"
Serra S, et al.
Tetrahedron Asymmetry, 14(21), 3313-3319 (2003)
"Design, scale up and safe piloting of thymol hydrogenation and menthol racemisation"
Dudas J and Hanika J
Chemical Engineering Research and Design, 87(01), 83-90 (2009)
Brandon J Henderson et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(10), 2957-2974 (2016-03-11)
Upregulation of β2 subunit-containing (β2*) nicotinic acetylcholine receptors (nAChRs) is implicated in several aspects of nicotine addiction, and menthol cigarette smokers tend to upregulate β2* nAChRs more than nonmenthol cigarette smokers. We investigated the effect of long-term menthol alone on
Yang Chen et al.
International journal of pharmaceutics, 443(1-2), 120-127 (2013-01-22)
To explore the structure-activity relationship for terpenes as transdermal penetration enhancers, unsaturated menthol analogues were synthesized in our study, including p-menth-1-en-3-ol (Compd 1), p-menth-4-en-3-ol (Compd 2), p-menth-4(8)-en-3-ol (Compd 3) and p-menth-8-en-3-ol (Compd 4). Their enhancing activity on the penetration of
Andrew A Strasser et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 22(3), 382-389 (2013-01-22)
As part of the Family Smoking Prevention and Tobacco Control Act, the U.S. Food and Drug Administration charged the Tobacco Products Scientific Advisory Committee with developing a report and recommendations about the effect of menthol in cigarettes on the public
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