Menthoglycol
Basic information
- CAS
3564-98-5- Standard SMILES
C[C@@H]1CC[C@@H](C(C)(C)O)[C@H](O)C1- InChIKey
LMXFTMYMHGYJEI-IWSPIJDZSA-N- Molecular formula
- C10H20O2
- Average molar mass
- 172.26 g/mol
- Monoisotopic mass
- 172.14632988
Overview
1beta,3beta,4alpha-p-menthane-3,8-diol is a 1r,3c,4t-p-menthane-3,8-diol. It is an enantiomer of a 1alpha,3alpha,4beta-p-menthane-3,8-diol.
Names & identifiers
- Preferred name
- Menthoglycol
- IUPAC
- (1R,2R,5R)-2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol
- English name
- trans-p-Menthane-3,8-diol
- Molecular formula
- C10H20O2
- Molecular weight
- 172.26
Names & synonyms
Menthoglycol3564-98-5RefChem:1088939(1R,2R,5R)-2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-oltrans-p-Menthane-3,8-diolIsopulegol hydrate(-)-3,8-p-MenthanediolPMD3891739-72-9p-MENTHANE-3,8-DIOL, cis-1,3,trans-1,4-(1R,3R,4R)-p-menthane-3,8-diolAAL436QJ5W
Show more names
(±)-Isopulegol hydrateTRANS-ISOPULEGOL HYDRATEtrans-para-menthane-3,8-diol(±)-trans-p-Menthane-3,8-diol(±)-p-Menthane-3,8-trans-diolTRANS-P-MENTHANE-3,8-DIOL 95+%cis-1,3,trans-1,4-p-menthane-8-diolcis-1,3,trans-1,4-p-Menthane-3,8-diol
1beta,3beta,4alpha-p-menthane-3,8-diolEB999AF32ADTXSID5035084( inverted exclamation markA)-p-Menthane-3,8-trans-diolCyclohexanemethanol, 2-hydroxy-.alpha.,.alpha.,4-trimethyl-, (1R,2R,4R)-p-Menthane-3,8-diol (cis-1,3,trans-1,4)8-hydroxymenthol(1R,2R,5R)-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol
Database identifiers
- CAS
3564-98-5、91739-72-9- PubChem CID
- 19100
- ChEBI
CHEBI:16053- UNII
- AAL436QJ5W、EB999AF32A
- EC Number
- 622-019-9
- Nikkaji
- J451.638I
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 154
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
Physicochemical properties
- Melting point
- 78 °C · 78°C
- Boiling point
- 141 · 141-146 °C(Press: 13 Torr)
- Density
- 0.9806 g/cm³ · 0.9806 g/cm³
- pka
- 15.184 · 15.184±0.29(predicted)
- Odor
- 100 % · at 100.00 %. herbal eucalyptus minty
- Odor Type
- herbal
- LogP
- 1.607 · 1.607 (est)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 999 AF32A · EB999AF32A
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Safety Statements
- 24 · 24/25
- RTECS
- 9110000 · OS9110000
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- rtecs
- OS9110000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Metabolism/MetabolitesP-Menthane-3,-8-diol is a known human metabolite of (-)-Menthol.
Uses & manufacturing
Household ProductsInformation on 4 consumer products that contain p-Menthane-3,8-diol in the following categories is provided:
General Manufacturing InformationCyclohexanemethanol, 2-hydroxy-.alpha.,.alpha.,4-trimethyl-, (1R,2R,4R)-: ACTIVE
Applications
UsesMenthoglycol is used in the making of insect repellant compositions. A mosquito repellents from leaves of Eucalyptus.
Additional notes
DefinitionChEBI: 1beta,3beta,4alpha-p-menthane-3,8-diol is a 1r,3c,4t-p-menthane-3,8-diol. It is an enantiomer of a 1alpha,3alpha,4beta-p-menthane-3,8-diol.
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Compound notes
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