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14073-97-3 molecular structure
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(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one

ChemBase ID: 112597
Molecular Formular: C10H18O
Molecular Mass: 154.24932
Monoisotopic Mass: 154.1357652
SMILES and InChIs

SMILES:
CC(C)[C@@H]1CC[C@@H](C)CC1=O
Canonical SMILES:
C[C@@H]1CC[C@H](C(=O)C1)C(C)C
InChI:
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
InChIKey:
NFLGAXVYCFJBMK-BDAKNGLRSA-N

Cite this record

CBID:112597 http://www.chembase.cn/molecule-112597.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one
IUPAC Traditional name
(-)-menthone
Synonyms
L-MENTHONE
(2S,5R)-2-isopropyl-5-methylcyclohexanone
(-)-Menthone
(1R,4S)-p-Menthan-3-one
(2S,5R)-2-Isopropyl-5-methylcyclohexanone
L-Menthone
l-Menthone
Menthone
(-)-Menthone
(-)-薄荷酮
(1R,4S)-对-薄荷烷-3-酮
(2S,5R)-2-异丙基-5-甲基环己酮
L-薄荷酮
(-)-薄荷酮
CAS Number
14073-97-3
EC Number
237-926-1
MDL Number
MFCD00001634
Beilstein Number
3648743
2041368
Merck Index
145838
PubChem SID
162097474
24853053
24882806
24901231
24882804
PubChem CID
26447
CHEBI ID
15410
CHEMBL
276311
Chemspider ID
24636
FEMA ID
2667
Wikipedia Title
Menthone
Council of Europe Number
2035

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 3.0497873  LogD (pH = 7.4) 3.0497873 
Log P 3.0497873  Molar Refractivity 46.5201 cm3
Polarizability 18.4969 Å3 Polar Surface Area 17.07 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
-6 °C expand Show data source
Boiling Point
207 °C expand Show data source
207°C expand Show data source
207-210 °C(lit.) expand Show data source
208-210°C expand Show data source
Flash Point
163.4 °F expand Show data source
72°C(162°F) expand Show data source
73 °C expand Show data source
Density
0.893 expand Show data source
0.893 g/mL at 20 °C(lit.) expand Show data source
0.895 g/cm3 expand Show data source
Refractive Index
1.4500 expand Show data source
n20/D 1.45(lit.) expand Show data source
n20/D 1.451 expand Show data source
Vapor Pressure
0.5 mmHg ( 20 °C) expand Show data source
Optical Rotation
[α]20/D -20°, neat expand Show data source
[α]20/D -29±1°, neat expand Show data source
-25 (neat) expand Show data source
Organoleptic
berry; minty; fruity; peach; raspberry; sweet; herbaceous; camphoraceous; woody expand Show data source
RTECS
OS9542200 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36 expand Show data source
Safety Statements
26 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Hazard statements
H319-H227 expand Show data source
GHS Precautionary statements
P210-P280-P305+P351+P338-P337+P313-P403+P235-P501A expand Show data source
Personal Protective Equipment
Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US) expand Show data source
Storage Temperature
2-8°C expand Show data source
Regulation Compliance
FCC expand Show data source
Allergens
no known allergens expand Show data source
Purity
≥90% (sum of enantiomers, GC) expand Show data source
≥96% expand Show data source
≥99.0% (sum of enantiomers, GC) expand Show data source
90% expand Show data source
97% expand Show data source
Grade
analytical standard, for terpene analysis expand Show data source
Halal expand Show data source
Kosher expand Show data source
NI expand Show data source
technical expand Show data source
Optical Purity
enantiomeric ratio: ≥99:1 (GC) expand Show data source
Certificate of Analysis
Download expand Show data source
Impurities
5% isomenthone expand Show data source
Shelf Life
(limited shelf life, expiry date on the label) expand Show data source
Empirical Formula (Hill Notation)
C10H18O expand Show data source
Classification
Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05224811 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - W266701 external link
Biochem/physiol Actions
Taste at 50 ppm
Other Notes
Natural occurrence: Mentha species.
Packaging
1 kg in poly bottle
1 sample in glass bottle
9, 20 kg in poly drum
Sigma Aldrich - 218235 external link
Packaging
25, 100 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 218235.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Sigma Aldrich - 63677 external link
Other Notes
Highly purified (-)-menthone. Resolving agent for diols via acetalization 1; Menthone-derived spirocyclic 1,3-dioxane-4,6-diones are used in asymmetric Diels-Alder and (2+2) cycloadditions 2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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