EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

para-menthane-3,8-diol
2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol

Sponsors

Name:2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol
CAS Number: 42822-86-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:255-953-7
Nikkaji Web:J309.978D
Beilstein Number:2552262
MDL:MFCD00191551
XlogP3-AA:2.20 (est)
Molecular Weight:172.26780000
Formula:C10 H20 O2
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Racemate.
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1416 p-menthane-3,8-diol
FLAVIS Number:02.246 (Old)
DG SANTE Food Flavourings:02.246 p-menthane-3,8-diol
FEMA Number:4053 p-menthane-3,8-diol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: P-MENTHANE-3,8-DIOL
 
Physical Properties:
Appearance:white crystals (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.97600 to 0.98200 @ 25.00 °C.
Pounds per Gallon - (est).: 8.121 to 8.171
Melting Point: 34.00 to 35.00 °C. @ 760.00 mm Hg
Boiling Point: 266.00 to 268.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.001000 mm/Hg @ 25.00 °C. (est)
Flash Point: 248.00 °F. TCC ( 120.00 °C. )
logP (o/w): 1.374 (est)
Soluble in:
 alcohol
 water, slightly
 water, 670.7 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: herbal
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
minty herbal eucalyptus
Odor Description:at 10.00 % in dipropylene glycol. minty herbal eucalyptus
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: hair conditioning
oral care agents
skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
p-Menthane-3,8-diol 99%
Lipo Chemicals
Coolact® 38D
Odor: characteristic
Use: Coolact® 38D is a sensory agent that provides a cooling effect to the skin. The product functions by directly stimulating the receptors at the nerve endings of the skin to produce a cooling sensation.
Parchem
para-menthane-3,8-diol
Sigma-Aldrich: Aldrich
For experimental / research use only.
(+)-CIS-P-MENTHANE-3,8-DIOL
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for para-menthane-3,8-diol usage levels up to:
  5.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 39.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 18.00 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 21. Update in publication number(s): 25
 average usual ppmaverage maximum ppm
baked goods: 100.00000120.00000
beverages(nonalcoholic): 48.0000050.00000
beverages(alcoholic): 40.0000050.00000
breakfast cereal: 20.0000050.00000
cheese: 50.0000075.00000
chewing gum: 1500.000002000.00000
condiments / relishes: 50.00000100.00000
confectionery froastings: 200.00000350.00000
egg products: --
fats / oils: 100.00000500.00000
fish products: --
frozen dairy: 5.0000025.00000
fruit ices: 5.0000025.00000
gelatins / puddings: 150.00000200.00000
granulated sugar: 5.0000025.00000
gravies: 35.0000040.00000
hard candy: 500.00000800.00000
imitation dairy: 75.00000100.00000
instant coffee / tea: 25.0000050.00000
jams / jellies: 150.00000175.00000
meat products: --
milk products: 75.00000100.00000
nut products: 15.0000050.00000
other grains: --
poultry: --
processed fruits: 20.00000150.00000
processed vegetables: 20.0000075.00000
reconstituted vegetables: 20.0000025.00000
seasonings / flavors: 15.0000030.00000
snack foods: 15.0000030.00000
soft candy: 500.00000750.00000
soups: 15.0000025.00000
sugar substitutes: --
sweet sauces: 25.00000300.00000
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 9, Revision 1: (FGE.09 Rev1)[1] - Secondary alicyclic saturated and unsaturated alcohols, ketones and esters containing secondary alicyclic alcohols from chemical groups 8 and 30, and an ester of a phenol carboxylic acid from chemical group 25 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 9, Revision 2 (FGE.09Rev2): Secondary alicyclic saturated and unsaturated alcohols, ketones and esters containing secondary alicyclic alcohols from chemical group 8 and 30, and an ester of a phenol derivative from chemical group 25
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :556998
National Institute of Allergy and Infectious Diseases:Data
2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol
Chemidplus:0042822866
 
References:
Leffingwell:Chirality or Article
 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):556998
Pubchem (sid):135251241
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
HMDB (The Human Metabolome Database):HMDB36145
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
anisic
estragole
FL/FR
camphoreous
herbal ethanone
FR
citrus
petitgrain combava oil
FR
floral
menthadienyl formate
FR
fruity
3-
benzyl-4-heptanone
FL/FR
herbal
1,8-
cineole
FL/FR
ortho-
cresyl salicylate
FL/FR
iso
dihydrolavandulol
FR
(Z)-iso
dihydrolavandulyl acetate
FR
herbal undecane
FR
herbal undecanol
FR
hyssop oil
FL/FR
inula root oil
FR
spike
lavender oil
FL/FR
spike
lavender oil spain
FL/FR
melaleuca leucadendron cajaputi oil
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
melaleuca linariifolia oil
FR
niaouli oil
FR
piperitone
FL/FR
rosemary absolute
FL/FR
rosemary oil africa
FL/FR
rosemary oil tunisia
FL/FR
rosemary specialty
FR
sabinene hydrate
FL/FR
common
tansy flower oil
FR
common
tansy flower oil dutch
FR
licorice
sweet
basil oleoresin
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil india
FL/FR
laevo-
menthyl acetate
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
artemisia deserti krasch. oil iran
FR
betula lenta bark oil america
FL/FR
laevo-
carvone
FL/FR
(+)-
dihydrocarvone
FL/FR
homo
menthyl acetate
FL/FR
pennyroyal herb oil america
FL/FR
pennyroyal oil fractions
FL/FR
tetrahydrocarvone
FL/FR
spicy
elettaria cardamomum seed oil
FL/FR
marjoram oil (thymus mastichina) spain
FL/FR
thujonic
sage oil dalmatian
FL/FR
common
tansy oil canada
FR
For Flavor
No flavor group found for these
4-
butyl thiazole
FL
ortho-
cresyl salicylate
FL/FR
(+)-
dihydrocarvone
FL/FR
melaleuca leucadendron cajaputi oil
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
piperitenone oxide
FL
buttery
buttery
bovolide
FL
camphoreous
rosemary oil tunisia
FL/FR
cooling
spike
lavender oil
FL/FR
homo
menthyl acetate
FL/FR
sabinene hydrate
FL/FR
fruity
3-
benzyl-4-heptanone
FL/FR
herbal
2-
acetoxy-1,8-cineole
FL
hyssop oil
FL/FR
spike
lavender oil spain
FL/FR
rosemary absolute
FL/FR
rosemary oil africa
FL/FR
licorice
sweet
basil oleoresin
FL/FR
estragole
FL/FR
mentholic
cornmint oil
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
betula lenta bark oil america
FL/FR
laevo-
carvone
FL/FR
1,8-
cineole
FL/FR
cornmint oil india
FL/FR
laevo-
menthyl acetate
FL/FR
pennyroyal herb oil america
FL/FR
pennyroyal oil fractions
FL/FR
piperitone
FL/FR
tetrahydrocarvone
FL/FR
spicy
elettaria cardamomum seed oil
FL/FR
marjoram oil (thymus mastichina) spain
FL/FR
thujonic
sage oil dalmatian
FL/FR
 
Potential Uses:
 hair conditioning
FRherbal
FRmint
 oral care agents
 skin conditioning
 
Occurrence (nature, food, other):note
 litsea cubeba
Search Trop Picture
 
Synonyms:
 citriodiol
 coolact 38D
 cubebaol
 cyclohexanemethanol, 2-hydroxy-a,a,4-trimethyl-
 cyclohexanol, 2-(2-hydroxy-2-propyl)-5-methyl-
2-(1-hydroxy-1-methyl ethyl)-5-methyl cyclohexanol
2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol
1-hydroxy-2-(1-methyl-1-hydroxyethyl)-5-methyl cyclohexane
2-hydroxy-a,a,4-trimethylcyclohexane methanol
2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol
2-(2-hydroxypropan-2-yl)-5-methylcyclohexanol
(1alpha,3beta,4beta)-p-menthan-3,8-diol
(1alpha,3beta,4beta)-para-menthan-3,8-diol
p-menthan-3,8-diol
para-menthan-3,8-diol
(1alpha,3beta,4beta)-p-menthane-3,8-diol
(1alpha,3beta,4beta)-para-menthane-3,8-diol
p-menthane-3,8-diol
isopulegol hydrate
 

Articles:

PubMed:Assessing the efficacy of candidate mosquito repellents against the background of an attractive source that mimics a human host.
PubMed:A push-pull system to reduce house entry of malaria mosquitoes.
PubMed:The efficacy of repellents against Aedes, Anopheles, Culex and Ixodes spp. - a literature review.
PubMed:[Field efficacy of repellent formulation containing para-menthane-3,8-diol and lemongrass against Culicoides pachymerus (Diptera: Ceratopogonidae) in Colombia].
PubMed:Efficacy testing of several Ixodes ricinus tick repellents: different results with different assays.
PubMed:Repellents and acaricides as personal protection measures in the prevention of tick-borne diseases.
PubMed:Efficacy of DEET and non-DEET-based insect repellents against bites of Simulium damnosum vectors of onchocerciasis.
PubMed:[Studies on anti-tumor metastatic constituents from Lindera glauca].
PubMed:Metabolism of (+)- and (-)-menthols by CYP2A6 in human liver microsomes.
PubMed:Patent literature on mosquito repellent inventions which contain plant essential oils--a review.
PubMed:[Personal protection measures against blood-sucking insects and ticks].
PubMed:Efficacy and safety of catnip (Nepeta cataria) as a novel filth fly repellent.
PubMed:Dihydronepetalactones deter feeding activity by mosquitoes, stable flies, and deer ticks.
PubMed:Percutaneous absorption of an insect repellent p-menthane-3,8-DIOL: a model for human dermal absorption.
PubMed:Effective insect repellent formulation in both surfactantless and classical microemulsions with a long-lasting protection for human beings.
PubMed:Acaricidal effects of Corymbia citriodora oil containing para-menthane-3,8-diol against nymphs of Ixodes ricinus (Acari: Ixodidae).
PubMed:Repellency of MyggA Natural spray (para-menthane-3,8-diol) and RB86 (neem oil) against the tick Ixodes ricinus (Acari: Ixodidae) in the field in east-central Sweden.
PubMed:PMD, a registered botanical mosquito repellent with deet-like efficacy.
PubMed:Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field.
PubMed:Efficacy of repellent products against caged and free flying Anopheles stephensi mosquitoes.
PubMed:[Extraction and determination of volatile constituents in leaves of Eucalyptus citriodora].
PubMed:Laboratory and field tests of the effectiveness of the lemon-eucalyptus extract, Citridiol, as a repellent against land leeches of the genus Haemadipsa (Haemadipsidae).
PubMed:Laboratory evaluation of mosquito repellents against Aedes albopictus, Culex nigripalpus, and Ochierotatus triseriatus (Diptera: Culicidae).
PubMed:Enhancement effect of p-menthane-3,8-diol on in vitro permeation of antipyrine and indomethacin through Yucatan micropig skin.
PubMed:Repellency of IR3535, KBR3023, para-menthane-3,8-diol, and deet to black salt marsh mosquitoes (Diptera: Culicidae) in the Everglades National Park.
PubMed:Repellent activities of stereoisomers of p-menthane-3,8-diols against Anopheles gambiae (Diptera: Culicidae).
PubMed:Efficacy of three insect repellents against the malaria vector Anopheles arabiensis.
PubMed:Evaluation of a eucalyptus-based repellent against Anopheles spp. in Tanzania.
PubMed:Studies on the metabolism of l-menthol in rats.
 
Notes:
derived from the leaves of the lemon eucalyptus, corymbia citriodora; a leech repellent.
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