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Sigma-Aldrich

2-Methoxycyclohexanone

97%

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About This Item

Linear Formula:
CH3OC6H9(=O)
CAS Number:
7429-44-9
Molecular Weight:
128.17
EC Number:
231-071-8
MDL number:
MFCD00009610
UNSPSC Code:
12352100
PubChem Substance ID:
24853624
NACRES:
NA.22
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assay

97%

refractive index

n20/D 1.455 (lit.)

bp

185 °C/750 mmHg (lit.)

density

1.02 g/mL at 25 °C (lit.)

functional group

ether
ketone

SMILES string

COC1CCCCC1=O

InChI

1S/C7H12O2/c1-9-7-5-3-2-4-6(7)8/h7H,2-5H2,1H3

InChI key

JYJURPHZXCLFDX-UHFFFAOYSA-N

General description

The conformational equilibrium of 2-methoxycyclohexanone was studied by infrared spectroscopy[1].

Application

2-Methoxycyclohexanone was used in the synthesis of 2-(carbomethoxy)cyclohex-2-en-1-one[2].

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

156.2 °F - closed cup

flash_point_c

69 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH6205
03322AJ
11513AD
02430PC
21227CO

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M P Freitas et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 59(6), 1177-1182 (2003-03-28)
The conformational equilibrium of 2-methoxycyclohexanone has been analyzed through infrared spectroscopy and theoretical calculations. These calculations indicate that six conformations may be present in the vapor phase, due to the rotation of the methoxy group around the O-C(2) bond, leading
O Hamed et al.
The Journal of organic chemistry, 66(1), 180-185 (2001-06-30)
Unsubstituted or alkyl-substituted cyclic ketones react with PdCl2 in methanol under a CO atmosphere to give mainly acyclic diesters along with some acyclic chloro-substituted monoesters. The monosubstituted cyclic ketones, 2-hydroxy- and 2-methoxycyclohexanone, do not give ring cleavage but rather produce
Qinglei Meng et al.
Nature communications, 8, 14190-14190 (2017-02-01)
Cyclohexanone and its derivatives are very important chemicals, which are currently produced mainly by oxidation of cyclohexane or alkylcyclohexane, hydrogenation of phenols, and alkylation of cyclohexanone. Here we report that bromide salt-modified Pd/C in H

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