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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

Quality Level

200

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.)

functional group

ketone

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

179760-VAR:
179760-5KG:
179760-BULK:
179760-5G:
179760-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH7704
BCCF1541
BCCD0569
BCCC4264
BCBV6316

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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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