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M4031

Sigma-Aldrich

p-Menthane-1,8-diol monohydrate

Synonym(s):

cis-4-Hydroxy-α,α,4-trimethylcyclohexanemethanol monohydrate, cis-Terpin monohydrate, cis-p-Menthane-1,8-diol monohydrate

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About This Item

Empirical Formula (Hill Notation):
C10H20O2 · H2O
CAS Number:
2451-01-6
Molecular Weight:
190.28
EC Number:
201-288-2
MDL number:
MFCD00149225
UNSPSC Code:
12352100
PubChem Substance ID:
57654382
NACRES:
NA.22

SMILES string

O.CC(C)(O)[C@@H]1CC[C@](C)(O)CC1

InChI

1S/C10H20O2.H2O/c1-9(2,11)8-4-6-10(3,12)7-5-8;/h8,11-12H,4-7H2,1-3H3;1H2/t8-,10+;

InChI key

JGKJMBOJWVAMIJ-OFAZAQPOSA-N

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Stephen S Barasa et al.
Journal of medical entomology, 39(5), 736-741 (2002-09-28)
Four stereoisomers of p-menthane-3,8-diol, which make up the natural product obtained from Eucalyptus citriodora, were synthesized through stereoselective procedures. Repellency assays showed that all the four were equally active against Anopheles gambiae s.s. Racemic blends and the diastereoisomeric mixture of
Scott P Carroll et al.
Journal of the American Mosquito Control Association, 22(3), 507-514 (2006-10-28)
para-Menthane-3,8-diol(PMD) is a monoterpene spent product of the distillation of leaves of the Australian lemon-scented gum tree (updated nomenclature Corymbia citriodora ssp. citriodora). In April 2005, the U.S. Centers for Disease Control and Prevention (CDC) endorsed two non-deet mosquito repellents
Makiko Fujii et al.
Drug development and industrial pharmacy, 30(6), 673-677 (2004-08-03)
The enhancing effect of p-Menthane-3,8-diol (MDO) on skin permeation of antipyrine (ANP) and indomethacin (IM) through Yucatan micropig skin in vitro was compared with 1-menthol. p-Menthane-3,8-diol is a metabolite of 1-menthol and has little odor. It is easy to combine
S P Bhatia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11, S171-S175 (2008-07-22)
A toxicologic and dermatologic review of geranodyle when used as a fragrance ingredient is presented.
J K Trigg
Journal of the American Mosquito Control Association, 12(2 Pt 1), 329-330 (1996-06-01)
A eucalyptus-based insect repellent (PMD) was evaluated against Culicoides impunctatus in Scotland in comparison with deet. In human landing catches, both repellents still afforded 98% protection from biting 8 h after application of 0.5 ml to the forearm. A second
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