laevo-menthol
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IUPAC name :(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
InChI :InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChIKey :NOOLISFMXDJSKH-KXUCPTDWBX
SMILES :C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
cas number :2216-51-5
(EINECS) number :218-690-9
beilstein number :1902293
fema number :2665
molar refractivity :47.83 ± 0.3 cm3
parachor :409.8 ± 6.0 cm3
index of refraction :1.457 ± 0.02
surface tension :29.7 ± 3.0 dyne/cm
density :0.890 ± 0.06 g/cm3
polarizability :18.96 ± 0.5 10-24cm3
XlogP : 3.20
molecular weight : 156.2652000
formula :C10 H20 O
BioActivity Analysis :48415372
NMR Predictor :Predict
 
 
export tariff code :2906.11.0000
fda reg :unspecified

Suppliers :
Apple :l-Menthol crystal, Natural, Chinese
Citrus and Allied Essences :laevo-menthol crystals USP select
FCC (natural)
Fleurchem :l-menthol
natural
Mane :menthol crystals
(codex) (ex Mint)
Nippon Terpene :l-Menthol
98% up, Japan Pharmacopeia grade
Penta :menthol
crystals
Polarome :laevo-MENTHOL
FCC NATURAL
Polarome :laevo-MENTHOL
USP/NF/FCC NATURAL
Sigma-Aldrich-SAFC :L-Menthol crystals
≥99%, natural, FCC
Odor:  minty; camphoraceous; woody; tobacco
Sigma-Aldrich-SAFC :L-Menthol crystals
≥99%, FCC
Odor:  minty; camphoraceous; woody; tobacco
Symrise :Menthol-l dist.
Symrise :Menthol-l
pellets (US Production)
Takasago :l-Menthol
≥99.9% as Menthol
Odor:  Mint-like odor with cooling feel

organoleptics :
odor type :mentholic
odor strength :high ,
recommend smelling in a 10.00 % solution or less
odor description :¹
at 10.00 % in dipropylene glycol.  
peppermint cooling minty
odor sample from :Berje Inc.
substantivity :32  Hour(s)

properties :
appearence :colorless crystals
assay : 99.00 to 100.00 %   
heavey metals :<1.00ppm
Food Chemicals Codex Listed :Yes
specific gravity :0.89000 to 0.90400 @ 25.00 °C.
pounds per gallon - calc. : 7.406 to 7.522
refractive index :1.43800 to 1.45600 @ 20.00 °C.
optical rotation :-1.00 to +2.00
melting point : 41.00 to 44.00 °C. @ 760.00 mm Hg
boiling point : 212.00 to 216.00 °C. @ 760.00 mm Hg
boiling point : 111.00 to 112.00 °C. @ 20.00 mm Hg
vapor pressure :0.80000 mm/Hg @ 20.00 °C.
flash point : 190.00  °F.  TCC  ( 87.78 °C. )
logP (o/w) : 3.40

safety :
most important hazard(s) :Xi - Irritant
  R 37/38 - Irritating to respiratory system and skin.
R 41 - Risk of serious damage to eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
Oral Toxicity(LD50) :
  Oral-Rat    3300.00  mg/kg
FAONAU  44A,58,1967

Intraperitoneal-Rat    700.00  mg/kg

Oral-Mouse    3400.00  mg/kg

Intraperitoneal-Mouse    6600.00  mg/kg

Dermal Toxicity(LD50) :
  Skin-Rabbit  >5000.00  mg/kg
FCTXAV  14,471,1976

Subcutaneous-Rat  1000.00  mg/kg

Subcutaneous-Mouse  5000.00  mg/kg

Inhalation Toxicity(LC50) :
  Not determined
 

safety in use :
 
recommendation for laevo-menthol usage levels up to :
  8.0000 % in the fragrance concentrate.
recommendation for laevo-menthol usage levels up to :
  1100.0000 ppm in the flavor.

safety references :
EPI System :view
NLM Hazardous Substances Data Bank :search
Chemical Carcinogenesis Research Information System :Search
Cancer Citations :Search
Toxicology Citations :Search
Env. Mutagen Info. Center :Search
NLM Developmental and Reproductive Toxicity :Search
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
 
WGK Germany :2
 
 
 
 (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
(EINECS) number :218-690-9
RTECS :OT0700000 for 2216-51-5
chemidplus :002216515
EPA Substance Registry Services :2216-51-5
dtp/nci :62788

references :
 (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
NIST Chemistry WebBook :2996689322
pubchem :159893

Cosmetics :
Cosmetic uses : perfuming agents

other :
reference : Luebke, William tgsc, (1986)¹
CosIng :cosmetic data
VCF-Online: VCF Volatile Compounds in Food
Household Products : Search
synonyms :
laevo-hexahydrothymol
laevo-menthacamphor
(1R,2S,5R)-(-)-menthol
(1R-(1-alpha, 2-beta,5-alpha))-5-methyl-2-(1-methyl ethyl) cyclohexanol
(1R-(1alpha, 2beta,5alpha))-5-methyl-2-isopropyl cyclohexanol
(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
1-isopropyl-4-methyl cyclohexan-2-ol

soluble in :
 alcohol
 water, 490 mg/L @ 25C

insoluble in :
 water

stability :
 bath foam
 cream
 hair spray
 lipstick
 lotion
 non-discoloring in most media

(odor and/or flavor) blends with :
isoamyl salicylate
 amyris wood oil
 anise seed oil
para-anisyl alcohol
 bay leaf oil
 benzyl salicylate
 bois de rose oil
isobornyl acetate
laevo-bornyl acetate
 camphor oil
 cardamom seed oil
laevo-carvone
 clover nitrile
 cornmint oil terpeneless
 cyclohexyl ethyl alcohol
 decanol
 decyl acetate
 dihydroanethol
(±)-N,N-dimethyl menthyl succinamide
 eucalyptus oil
 geranium oil
 heliotropyl diethyl acetal
alpha-hexyl cinnamaldehyde
 ho leaf oil
 hyacinth ether
 lavandin oil
 lavender absolute
 linalool
laevo-linalool
 linalool oxide
 linalyl acetate
homomenthol
isomenthone
laevo-menthone
3-laevo-menthoxy-2-methyl propane-1,2-diol
dextro,laevo-menthyl acetate
 menthyl methyl lactate
 methyl benzoate
 methyl dihydrojasmonate
 methyl salicylate
 nerol
 nopyl acetate
 ocean propanal
 pennyroyal oil
 pepper tree berry oil
 peppermint cyclohexanone
 peppermint oil
 peppermint oil terpeneless america
dextro-piperitone
isopulegol
 pulegone
isopulegone
isopulegyl acetate
 rosemary oil
 spearmint oil
alpha-terpineol
 trimethyl isopropyl butanamide
 wintergreen oil
 woody amylene

(odor and/or flavor) used in :
 cooling
 fern fougere
 geranium
 herbal
 lavender
 lifter
 lime
 mint
 pennyroyal
 peppermint
 rain spring rain
 rose
 spice
 wintergreen

natural occurrence in :
coriander leaf
cornmint oil
pennyroyal oil
peppermint oil
spearmint oil



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