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Assay
98%
form
liquid
refractive index
n20/D 1.508 (lit.)
bp
45 °C/10.1 mmHg (lit.)
density
1.069 g/mL at 25 °C (lit.)
SMILES string
CSC1CCCCC1=O
InChI
1S/C7H12OS/c1-9-7-5-3-2-4-6(7)8/h7H,2-5H2,1H3
InChI key
QFABNUVNDKOIEH-UHFFFAOYSA-N
General description
2-(Methylthio)cyclohexanone is a 2-substituted cyclohexanone. The proportion of axial and equatorial conformation has been measured in chloroform by the Eliel method. It suggests that the in chloroform steric effect dominates over polar effect in contributing to the conformational preference. The stereoselectivity of the reduction of 2-(methylthio)cyclohexanone using different hydrides has been studied.
Application
2-(Methylthio)cyclohexanone may be used as a ketone substrate for the synthesis of cyclic nitrones, by reacting with aspergillusol A.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
192.2 °F - closed cup
Flash Point(C)
89 °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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Axial/equatorial proportions for 2-substituted cyclohexanones.
The Journal of Organic Chemistry, 58(27), 7865-7869 (1993)
Studies on the stereoselectivity of hydride reductions on 2-(methylthio)-and 2-(methylsulfonyl) cyclohexanones.
The Journal of Organic Chemistry, 52(16), 3619-3625 (1987)
Nitrone formation in phosphate buffer and aqueous solutions: novel chemistry inspired by a natural product.
Tetrahedron Letters, 53(16), 2129-2131 (2012)
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