ACETOPHENONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H8O
Molecular Weight	120.1485
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)C1=CC=CC=C1

InChI

InChIKey=KWOLFJPFCHCOCG-UHFFFAOYSA-N

InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3

HIDE SMILES / InChI

Description
Sources: https://www.epa.gov/sites/production/files/2015-04/documents/acetophenone.pdf | https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?FR=172.515

Acetophenone is an organic compound with major use in the chemical industry for the polymerization of olefins, and organic synthesis as a photosensitizer and as a specialty solvent for plastics and resins. It is also a chemical intermediate for the odorant ethyl methyl phenylglycidate, the riot control agent 2-chloroacetophenone and 2- bromoacetophenone for dyes. It is used in the manufacture of pharmaceuticals, rubber, dyes, and corrosion inhibitors. Acetophenone was approved by the FDA as a flavoring substance and adjuvant in food. It is used as a flavoring agent in non-alcoholic beverages, ice cream, candy, baked goods, gelatins, puddings, tobacco, and chewing gum. It is used to impart an orange-blossom fragrance in soaps, detergents, creams, lotions, and perfumes.

Approval Year

PubMed

Title	Date	PubMed
Effect of acetophenone derived Mannich bases on cellular glutathione level in Jurkat cells. A possible mechanism of action.	2001	11556130
Synthesis and anthelmintic activity of 3,6-disubstituted-7H-s-triazolo(3,4-b)(1,3,4)thiadiazines.	2001	11505788
Time-resolved spectroscopy of sulfur- and carboxy-substituted N-alkylphthalimides.	2001 Apr 1	11330909
Photoreaction of 2-halo-N-pyridinylbenzamide: intramolecular cyclization mechanism of phenyl radical assisted with n-complexation of chlorine radical.	2001 Apr 6	11281756
Comparison of the omega-transaminases from different microorganisms and application to production of chiral amines.	2001 Aug	11577718
Antifungal activity of some mono, bis and quaternary Mannich bases derived from acetophenone.	2001 Jan	11215330
A common inhibitory binding site for zinc and odorants at the voltage-gated K(+) channel of rat olfactory receptor neurons.	2001 Jul	11553285
(S)-1-phenylethanol dehydrogenase of Azoarcus sp. strain EbN1, an enzyme of anaerobic ethylbenzene catabolism.	2001 Jul	11479712
Fluorometric determination of N-nitroso-N-methylurea with nicotinamide and acetophenone.	2001 Mar	11990612
Solid-phase synthesis of homogeneous ruthenium catalysts on silica for the continuous asymmetric transfer hydrogenation reaction.	2001 Mar 16	11322546
Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors.	2001 Mar 23	11300908
Kinetic resolution of chiral amines with omega-transaminase using an enzyme-membrane reactor.	2001 May 5	11257600
SPME/GC-MS characterization of volatiles associated with methamphetamine: toward the development of a pseudomethamphetamine training material.	2001 Sep	11569539
Cytotoxic activities of some mono and bis Mannich bases derived from acetophenone in brine shrimp bioassay.	2002	12489256
Effects of Mannich bases on cellular glutathione and related enzymes of Jurkat cells in culture conditions.	2002 Apr	11869872
Analytical performance of a miniature cylindrical ion trap mass spectrometer.	2002 Dec 15	12510733
Mechanism of the hydrogenation of ketones catalyzed by trans-dihydrido(diamine)ruthenium II complexes.	2002 Dec 18	12475357
Olfactory discrimination ability for aromatic odorants as a function of oxygen moiety.	2002 Jan	11751464
Nitroxyl peptides as catalysts of enantioselective oxidations.	2002 Jan 4	11822466
The azine bridge as a conjugation stopper: an NMR spectroscopic study of electron delocalization in acetophenone azines.	2002 Mar 8	11871871
Synthesis and oxidation behavior of 2,4,5,7,8-pentamethyl-4H-1,3-benzodioxin-6-ol, a multifunctional oxatocopherol-type antioxidant.	2002 May 31	12027671
Relationship between strength of organic sorbate interactions in NOM and hydration effect on sorption.	2002 Nov 1	12433166
Model compound studies of the beta-O-4 linkage in lignin: absolute rate expressions for beta-scission of phenoxyl radical from 1-phenyl-2-phenoxyethanol-1-yl radical.	2002 Nov 15	12423121
Syntheses of 2-substituted indoles and fused indoles by photostimulated reactions of o-iodoanilines with carbanions by the SRN1 mechanism.	2003 Apr 4	12662056
Sterically congested tripodal phosphites: conformational analysis, solid-state polymorphism, metal complexation, and application to the asymmetric hydrosilation of ketones.	2003 Aug 25	12924880
Synthesis and evaluation of N,S-compounds as chiral ligands for transfer hydrogenation of acetophenone.	2003 Jan 21	12929431
Is logP a convenient criterion to guide the choice of solvents for biphasic enzymatic reactions?	2003 Jul 7	12851951
The crystal structure of R-specific alcohol dehydrogenase from Lactobacillus brevis suggests the structural basis of its metal dependency.	2003 Mar 21	12628239
DNA damage by ethylbenzenehydroperoxide formed from carcinogenic ethylbenzene by sunlight irradiation.	2003 May 16	12727201
Dendritic stability in the adult olfactory bulb.	2003 Nov	14528309
ent-Clerodane diterpenes and other constituents from the liverwort Adelanthus lindenbergianus (Lehm.) Mitt.	2004 Jan	14697278
The role of proton donors in SmI2-mediated ketone reduction: new mechanistic insights.	2004 Jan 14	14709051
Highly enantioselective ruthenium-catalyzed reduction of ketones employing readily available Peptide ligands.	2004 Jan 5	14695575

Patents

Name

Type

Language

ACETOPHENONE

Official Name

English

ACETOPHENONE [II]

Common Name

English

ACETOPHENONE [MI]

Common Name

English

HYPNONE

Common Name

English

1-PHENYL-1-ETHANONE

Systematic Name

English

ACETYLBENZENE

Systematic Name

English

ETHANONE, 1-PHENYL-

Systematic Name

English

ACETOPHENONE [FHFI]

Common Name

English

ACETOPHENONE [INCI]

Common Name

English

METHYL PHENYL KETONE

Systematic Name

English

ACETOPHENONE [FCC]

Common Name

English

FEMA NO. 2009

Code

English

ACETOPHENONE [HSDB]

Common Name

English

NSC-98542

Code

English

PHENYL METHYL KETONE

Systematic Name

English

1-PHENYLETHANONE

Systematic Name

English

NSC-7635

Code

English

Classification Tree Code System Code

CFR

21 CFR 172.515