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M38583

Sigma-Aldrich

(R)-(+)-3-Methylcyclohexanone

98%

Synonym(s):

(+)-(3R)-3-Methylcyclohexanone, (+)-3(R)-Methylcyclohexanone, (+)-3-Methyl-1-cyclohexanone, (3R)-(+)-3-Methylcyclohexanone, (3R)-3-Methylcyclohexanone, (3R)-Methylcyclohexanone, (R)-3-Methylcyclohexanone

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About This Item

Linear Formula:
CH3C6H9(=O)
CAS Number:
Molecular Weight:
112.17
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

optical activity

[α]24/D +13.5°, neat

optical purity

ee: 99% (GLC)

refractive index

n20/D 1.446 (lit.)

bp

168-169 °C (lit.)

density

0.916 g/mL at 25 °C (lit.)

SMILES string

C[C@@H]1CCCC(=O)C1

InChI

1S/C7H12O/c1-6-3-2-4-7(8)5-6/h6H,2-5H2,1H3/t6-/m1/s1

InChI key

UJBOOUHRTQVGRU-ZCFIWIBFSA-N

Application

(R)-(+)-3-Methylcyclohexanone may be used in the preparation of (R)-5-methyl-2-(1-methylethylidene-d6)-cyclohexanone [(R)-(+)-pulegone-d6].

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The metabolism of the abortifacient terpene,(R)-(+)-pulegone, to a proximate toxin, menthofuran.
Gordon WP, et al.
Drug Metabolism and Disposition, 15(5), 589-594 (1987)
Enantiocontrolled Synthesis of (R)?3?Substituted Cyclohexanones Using (S)?2?(p?Tolylsulfinyl)?2?cyclohexenone and Various Organometallic Reagents in 2, 5?Dimethyltetrahydrofuran
Posner, Gary H., and Leah L. Frye
Journal of Chemistry, 24.2, 88-92 (1984)
Vibrational circular dichroism of 3?methylcyclohexanone. Fixed partial charge calculations
Singh, R. D., and T. A. Keiderling
J. Chem. Phys. , 74.10, 5347-5356 (1981)
Enantiospecific orientation of R?3-methylcyclohexanone on the chiral Cu (643) R/S surfaces
Horvath, Joshua D., Layton Baker, and Andrew J. Gellman
The Journal of Physical Chemistry C, 112.20, 7637-7343 (2008)
Bond polarizability calculations of the Raman optical activity of (R)?(+)?3?Methylcyclohexanone
Barron, L. D., and B. P. Clark
Journal of Raman Spectroscopy, 13.2, 155-159 (1982)

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