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:
产品名称
(±)-薄荷醇, racemic, ≥98.0% (GC)
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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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。
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。
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
Joanne D'Silva et al.
American journal of preventive medicine, 43(5 Suppl 3), S242-S248 (2012-10-25)
Menthol cigarettes account for 25% of the market in the U.S. The Food and Drug Administration currently is considering regulatory action on tobacco products, including a ban on menthol cigarettes. With 39% of menthol smokers reporting that they would quit
Shengyi Lu et al.
European journal of oral sciences, 121(1), 29-35 (2013-01-22)
This study was designed to investigate the effect of surrogate orofacial pain models on the quantitative sensory testing (QST) profile in healthy participants. Capsaicin, menthol, or saline (control) were applied topically onto the gingiva of 15 healthy subjects for 15 min.
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