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179760

Sigma-Aldrich

2-Acetylcyclohexanone

97%

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About This Item

Linear Formula:
CH3COC6H9(=O)
CAS Number:
874-23-7
Molecular Weight:
140.18
Beilstein:
1858621
EC Number:
212-858-5
MDL number:
MFCD00001633
UNSPSC Code:
12352100
PubChem Substance ID:
24850652
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.509 (lit.)

bp

111-112 °C/18 mmHg (lit.)

density

1.078 g/mL at 25 °C (lit.)

SMILES string

CC(=O)C1CCCCC1=O

InChI

1S/C8H12O2/c1-6(9)7-4-2-3-5-8(7)10/h7H,2-5H2,1H3

InChI key

OEKATORRSPXJHE-UHFFFAOYSA-N

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General description

The keto-enol tautomerism of 2-acetylcyclohexanone (ACHE) in water was studied.

Application

2-Acetylcyclohexanone was used in the synthesis of anilinoethanolamines.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °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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Emilia Iglesias
The Journal of organic chemistry, 68(7), 2689-2697 (2003-03-29)
The kinetic study of the nitrosation of the enol of 2-acetylcyclohexanone (ACHE) has been performed in aqueous acid media in the absence and presence of alpha- and beta-cyclodextrin. The reaction is first-order with respect to both reactants concentration: [nitrite] and
Cédric Bouteiller et al.
Organic & biomolecular chemistry, 8(5), 1111-1120 (2010-02-19)
An operationally simple and concise synthesis of anilinoethanolamines, as NMDA NR2B receptor antagonist ifenprodil analogues, was developed via a copper-catalyzed amination of the corresponding bromoarene. Coupling was achieved with linear primary alkylamines, alpha,omega-diamines, hexanolamine and benzophenone imine, as well as
Emilia Iglesias
The Journal of organic chemistry, 68(7), 2680-2688 (2003-03-29)
The keto-enol tautomerism of 2-acetylcyclohexanone (ACHE) was studied in water under different experimental conditions. By contrast with other previously studied beta-diketones, the keto-enol interconversion in the ACHE system is a slow process. Under equilibrium conditions, the analysis of the absorbance
Zhiyu Jia et al.
Angewandte Chemie (International ed. in English), 53(42), 11298-11301 (2014-09-10)
The α-arylation of carbonyl compounds is generally accomplished under basic conditions, both under metal catalysis and via aryl transfer from the diaryl λ(3)-iodanes. Here, we describe an alternative metal-free α-arylation using ArI(O2CCF3)2 as the source of a 2-iodoaryl group. The
Yoshihide Usami et al.
Molecules (Basel, Switzerland), 25(20) (2020-10-16)
Alkylamino coupling reactions at the C4 positions of 4-halo-1H-1-tritylpyrazoles were investigated using palladium or copper catalysts. The Pd(dba)2 catalyzed C-N coupling reaction of aryl- or alkylamines, lacking a β-hydrogen atom, proceeded smoothly using tBuDavePhos as a ligand. As a substrate
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