chloroacetone
1-chloro-2-propanone
Identification
| Name | chloroacetone |
| IUPAC | 1-chloropropan-2-one |
| CAS Number | 78-95-5 |
| EINECS | 201-161-1 |
| FDA UNII | 60ZTR74268 |
| Molecular Formula | C3 H5 Cl O |
| Molecular Weight | 92.52405000 |
| MDL Number | MFCD00000936 |
| Nikkaji Number | J1.487G |
| Beilstein | 605369 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.16200 @ 25.00 °C. |
| Melting Point | -44.50 °C. @ 760.00 mm Hg |
| Boiling Point | 119.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 15.517000 mmHg @ 25.00 °C. (est) |
| Flash Point | 82.00 °F. TCC ( 27.78 °C. ) |
| logP (o/w) | -0.282 (est) |
| Soluble in | water, 9.00E+04 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 92 mg/kg |
| Dermal Toxicity | skin-guinea pig LD50 100 uL/kg |
| Inhalation Toxicity | inhalation-human LCLo 605 ppm/10M |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: TREMOR\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD', 'BEHAVIORAL: TREMOR\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for chloroacetone usage levels up to | not for fragrance use. |
| Recommendation for chloroacetone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
chloracetone
1-
chloro-2-ketopropane
1-
chloro-2-oxopropane
1-
chloro-2-propanone
3-
chloro-2-propanone
1-
chloroacetone
1-
chloropropan-2-one
1-
chloropropanone
MCA
methyl chloromethyl ketone
2-
propanone, 1-chloro-
tonite
PubMed:
Synthesis and antimicrobial evaluation of amide derivatives of benzodifuran-2-carboxylic acid.
PubMed:
Products and mechanism of the reactions of OH radicals and Cl atoms with methyl methacrylate (CH2âC(CH3)C(O)OCH3) in the presence of NOx.
PubMed:
Investigations of chemical warfare agents and toxic industrial compounds with proton-transfer-reaction mass spectrometry for a real-time threat monitoring scenario.
PubMed:
Multi-component one-pot synthesis and antimicrobial activities of 3-methyl-1,4-diphenyl-7-thioxo-4,6,8,9-tetrahydro-pyrazolo[5,4-b]pyrimidino[5,4-e]pyridine-5-one and related derivatives.
PubMed:
The identification of chlorinated acetones in analyses of aged triacetone triperoxide (TATP).
PubMed:
A convenient ultrasound-promoted synthesis of some new thiazole derivatives bearing a coumarin nucleus and their cytotoxic activity.
PubMed:
Highly enantioselective proline-catalysed direct aldol reaction of chloroacetone and aromatic aldehydes.
PubMed:
Insights into mechanistic photodissociation of chloroacetone from a combination of electronic structure calculation and molecular dynamics simulation.
PubMed:
Analyzing velocity map images to distinguish the primary methyl photofragments from those produced upon C-Cl bond photofission in chloroacetone at 193 nm.
PubMed:
Sulfuric, hydrochloric, and nitric acid-catalyzed triacetone triperoxide (TATP) reaction mixtures: an aging study.
PubMed:
Sorption studies of chromium(VI) onto new ion exchanger with tertiary amine, quaternary ammonium and ketone groups.
PubMed:
Chloroacetone photodissociation at 193 nm and the subsequent dynamics of the CH3C(O)CH2 radical--an intermediate formed in the OH + allene reaction en route to CH3 + ketene.
PubMed:
Synthesis, reactions and biological evaluation of some new naphtho[2,1-b]furan derivatives bearing a pyrazole nucleus.
PubMed:
Synthesis and biological evaluation of some nitrogen containing steroidal heterocycles.
PubMed:
Kinetics and mechanism of the reaction of methacrolein with chlorine atoms in 1-950 Torr of N2 or N2/O2 diluent at 297 K.
PubMed:
Preparation and properties of novel double-chain nonionic surfactants with acid decomposition function.
PubMed:
Cu(II)-catalyzed THM formation during water chlorination and monochloramination: a comparison study.
PubMed:
Synthesis and molluscicidal activity of some new thiophene, thiadiazole and pyrazole derivatives.
PubMed:
Synthesis, anti-inflammatory, analgesic and antioxidant activities of some tetrasubstituted thiophenes.
PubMed:
A concise synthesis of (+/-)-cacalol.
PubMed:
One-pot solvent free synthesis and DNA binding studies of thieno[2,3-b]-1,8-naphthyridines.
PubMed:
Theoretical dynamic studies on the reactions of CH3C(O)CH3-nCl(n) (n = 0-3) with the chlorine atom.
PubMed:
A theoretical study of Favorskii reaction stereochemistry. Lessons in torquoselectivity.
PubMed:
On the photolysis of simple anions and neutral molecules as sources of O-/OH, SO(x)- and Cl in aqueous solution.
PubMed:
A fluorescence-based screening assay for DNA damage induced by genotoxic industrial chemicals.
PubMed:
Preferential attack of the (S)-configured ether-linked carbons in bis-(1-chloro-2-propyl) ether by Rhodococcus sp. strain DTB.
PubMed:
Effect of oxygen on the dehalogenation of 1,2-Dibromo-3-chloropropane by cytochrome P450cam (CYP101).
PubMed:
13C NMR, infrared, solvation and theoretical investigation of the conformational isomerism in 1-haloacetones (X = Cl, Br and I).
PubMed:
Phosphoenolpyruvate- and ATP-dependent dihydroxyacetone kinases: covalent substrate-binding and kinetic mechanism.
PubMed:
Pharmaco-economical analysis of the treatment with antibiotics in a surgery department.
PubMed:
Synthesis of some new pyrimidine and fused pyrimidine derivatives (Part 2).
PubMed:
Synthesis of some new pyrimidine and fused pyrimidine derivatives (Part I).
PubMed:
Biodegradation of bis(1-chloro-2-propyl) ether via initial ether scission and subsequent dehalogenation by Rhodococcus sp. strain DTB.
PubMed:
Lack of antifertility properties of novel halogenated glycolytic inhibitors and the urinary excretion and metabolism of 1,6-dichloro-1,6-dideoxy-D-fructofuranose in the male rat.
PubMed:
Samarium Ion-Promoted Cross-Aldol Reactions and Tandem Aldol/Evans-Tishchenko Reactions.
PubMed:
Characterization and Synthesis of a 6-Substituted Benzo[b]thiophene.
PubMed:
Susceptibility of glycolytic enzyme activity and motility of spermatozoa from rat, mouse, and human to inhibition by proven and putative chlorinated antifertility compounds in vitro.
PubMed:
Fluorine-containing heterocycles: synthesis and some reactions of new 3-amino-2-functionalized-6-(2'-thienyl)-4-trifluoromethylthieno [2,3-b]pyridines.
PubMed:
Structure of hydroxynitrile lyase from Manihot esculenta in complex with substrates acetone and chloroacetone: implications for the mechanism of cyanogenesis.
PubMed:
A new three-carbon synthon for efficient synthesis of benzannelated and 1-(2-arylethenyl) heterocycles
PubMed:
Regulated workplace ketones and their interference in the PFBHA method for aldehydes.
PubMed:
In vitro inhibition of rat cauda epididymal sperm glycolytic enzymes by ornidazole, alpha-chlorohydrin and 1-chloro-3-hydroxypropanone.
PubMed:
Metabolism of the putative antifertility agents 3-(36)chloro-1-hydroxypropanone and its dimethyl ketal in the male rat.
PubMed:
Nitrile biotransformations using free and immobilized cells of a thermophilic Bacillus spp.
PubMed:
Potential antitumor alpha-methylene-gamma-butyrolactone-bearing nucleic acid base. 3. Synthesis of 5'-methyl-5'-[(6-substituted-9H-purin-9-yl)methyl]-2'-oxo-3'- methylenetetrahydrofurans.
PubMed:
Chloromethyl ketones are insulin-like stimulators of lipid synthesis in locust fat body.
PubMed:
Endogenous energy production by mature boar spermatozoa.
PubMed:
Triosephosphate metabolism by mature boar spermatozoa.
PubMed:
Metabolism of glycerol 3-phosphate by mature boar spermatozoa.
PubMed:
[Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. VI. 4-(o-tolyl)-thiosemicarbazide of o-nitro - and p-nitrobenzoic acid].
PubMed:
[Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. V. 4-(o-tolyl)-thiosemicarbazide of of o-chloro- and p-chlorobenzoic acid].
PubMed:
[Reactions of 1-(X-benzoyl)-4R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. IV. 4-phenyl and 4-(p-tolyl)-thiosemicarbazide of o-chlorobenzoic acid].
PubMed:
Characterization of a new pathway for epichlorohydrin degradation by whole cells of xanthobacter strain py2.
PubMed:
Conjugation of carcinogens by theta class glutathione s-transferases: mechanisms and relevance to variations in human risk.
PubMed:
Oxidation of low molecular weight chloroalkanes by cytochrome P450CAM.
PubMed:
Purification and characterization of haloalcohol dehalogenase from Arthrobacter sp. strain AD2.
PubMed:
Metabolic activation of 1,2-dibromo-3-chloropropane to mutagenic metabolites: detection and mechanism of formation of (Z)- and (E)-2-chloro-3-(bromomethyl)oxirane.
PubMed:
[Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. III. 4-Phenyl- and 4-(p-tolyl)- thiosemicarbazide of 0-nitrobenzoic acid].
PubMed:
[Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. II. 4-Phenyl- and 4-(p-tolyl)-thiosemicarbazide of p-nitrobenzoic acid].
PubMed:
[Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and omega-bromoacetophenone. I. 4-Phenyl- and 4-(p-tolyl)-thiosemicarbazide of p=chlorobenzoic acid].
PubMed:
Synthesis and characterization of new 2-(arylidenehydrazino)-4-methyl-5-(arylazo)thiazoles.
PubMed:
Metabolites of [3-13C]1,2-dibromo-3-chloropropane in male rats studied by 13C and 1H-13C correlated two-dimensional NMR spectroscopy.
PubMed:
Inhibitory effects of (S)-3-chlorolactaldehyde on the metabolic activity of boar spermatozoa in vitro.
PubMed:
[Reaction of 1-acyl-4(o-tolyl)-thiosemicarbazide with alpha-halogenketones. I. Cyclization with chloroacetone].
PubMed:
[Reaction of 1-acyl-4-(p-tolyl)-thiosemicarbazide with alpha-halogenketones. III. (1,2) chyclization with omega-bromacetophenone].
PubMed:
[Reaction of 1-acyl-4-(p-tolyl)-thiosemicarbazide with alpha-halogenketones. II. (1) Cyclization with chloracetone].
PubMed:
Chemical reactivity, cytotoxicity, and mutagenicity of chloropropanones.
PubMed:
Mechanism of inhibition of fructolysis in ram spermatozoa by chlorinated antifertility agents.
PubMed:
Hazard evaluation of monochloroacetone.
PubMed:
Inhibition of fructolytic enzymes in boar spermatozoa by (S)-alpha-chlorohydrin and 1-chloro-3-hydroxypropanone.
PubMed:
Isolation and spectral characteristics of four toxins from the dinoflagellate Ptychodiscus brevis.
PubMed:
Fluorometric assay using high-pressure liquid chromatography for the microsomal metabolism of certain substituted aliphatics to 1,N6-ethenoadenine-forming metabolites.
PubMed:
Mechanism of chloroform formation by chlorine and its inhibition by chlorine dioxide.
PubMed:
Dose-response relationships for mutations induced in E. coli by some model compounds. With an addendum: Reaction kinetics in water of chloroethylene oxide, chloroacetaldehyde, and chloroacetone.
PubMed:
Mutagenicity of chloroacetones in the Salmonella test.
PubMed:
Chloroacetones: mutagenic constituents of bleached kraft chlorination effluent.
PubMed:
Chloroacetone as an active-site-directed inhibitor of the aliphatic amidase from Pseudomonas aeruginosa.
PubMed:
Esters of chlorohydroxyacetone in chemotherapy of murine tumors.
PubMed:
[The condensation of acetic acid 4-phenyl-thiosemicarbazide with chloroacetone and omega-bromoacetophenone (author's transl)].
PubMed:
Antiproteolytic aldehydes and ketones: substituent and secondary deuterium isotope effects on equilibrium addition of water and other nucleophiles.
PubMed:
New fluorescent cytidine 5'-phosphate derivatives.
PubMed:
1-Halo analogs of dihydroxyacetone 3-phosphate. The effects of the fluoro analog on cytosolic glycerol-3-phosphate dehydrogenase and triosephosphate isomerase.
PubMed:
[The condensation of picoline acid 4-R-thiosemicarbazides with a-halogenketones. I. Reaction with chloroacetone (author's transl)].
PubMed:
[The condensation of nicotinic acid 4-R-thiosemicarbazides with alpha-halogenketones. I. Reaction with chloroacetone (author's transl)].
PubMed:
[Condensation of 4-R-thiosemicarbazones of pyridine aldehydes with alpha-halogenketones. 3. Condensation of picolinaldehyde 4-R-thiosemicarbazone with chloroacetone and omega-chloroacetophenone].
PubMed:
[Condensation of 4-R-thiosemicarbazones of pyridine aldehydes with an alpha-halogenketones. II. Condensation of isonicotinaldehyde 4-R-thiosemicarbazone with chloroacetone and omega-chloroacetophenone].
PubMed:
Evidence for histidine in the active site of papain.
PubMed:
FAILURE OF MONO-CHLOROACETONE TO INFLUENCE 3,4-BENZPYRENE MOUSE SKIN TUMORIGENESIS.
PubMed:
The condensation of chloroacetone with formaldehyde.
PubMed:
Studies in the thiazole series; the reaction between thiourea and s-dichloroacetone.