CHLOROACETONITRILE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H2ClN
Molecular Weight	75.497
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClCC#N

InChI

InChIKey=RENMDAKOXSCIGH-UHFFFAOYSA-N

InChI=1S/C2H2ClN/c3-1-2-4/h1H2

HIDE SMILES / InChI

Molecular Formula	C2H2ClN
Molecular Weight	75.497
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Nitrile functionalized methimazole-based ionic liquids.	2010-12-17	21080635
Creating an antibacterial with in vivo efficacy: synthesis and characterization of potent inhibitors of the bacterial cell division protein FtsZ with improved pharmaceutical properties.	2010-05-27	20426423
Synthesis of some novel 2-[2-(aroyl-aroxy)-methyl]-4-phenyl-1,3-thiazoles as potent anti-inflammatory agents.	2010-04	20102372
Synthesis of 1-(4-trifluoromethoxyphenyl)-2,5-dimethyl-3-(2-R-thiazol-4-yl)-1H-pyrroles via chain heterocyclization.	2010-02-23	20335958
3-Amino-4,6-dimethyl-thieno[2,3-b]pyridine-2-carbonitrile.	2009-11-21	21578859
Chloroacetonitrile induces oxidative stress and apoptosis in mouse fetal liver.	2009-10-28	19576970
Chlorination disinfection by-products in drinking water and congenital anomalies: review and meta-analyses.	2009-10	20019896
Birch reductive alkylation of biaryls: scope and limitations.	2009-09-04	19655764
A simplified green chemistry approaches to synthesis of 2-substituted 1,2,3-triazoles and 4-amino-5-cyanopyrazole derivatives conventional heating versus microwave and ultrasound as ecofriendly energy sources.	2009-08	19345637
Synthesis and molluscicidal activity of some new thiophene, thiadiazole and pyrazole derivatives.	2009-03	18930566
One-step synthesis of pyrido[1,2-a]benzimidazole derivatives by a novel multicomponent reaction of chloroacetonitrile, malononitrile, aromatic aldehyde, and pyridine.	2009-01-16	19072237
(Cyano-meth-yl)triphenyl-phospho-nium chloride.	2008-10-31	21581070
The hydration of chloroacetonitriles catalyzed by mono- and dinuclear Ru(II)- and Os(II)-arene complexes.	2008-10	18972538
Chloroacetonitrile induces intrauterine growth restriction and musculoskeletal toxicity in fetal mouse.	2008-09	19039078
Synthesis of spirocyclic C-arylglycosides and -ribosides by ruthenium-catalyzed cycloaddition.	2007-11-05	17907128
An mRNA-protein fusion at N-terminus for evolutionary protein engineering.	2007-08-29	17848981
Synthesis of thieno[2,3-d]pyrimidin-2-ylmethanamine combinatorial library with four diversity points.	2007-05-29	17530808
An easy synthesis of 5-functionally substituted ethyl 4-amino-1-aryl- pyrazolo-3-carboxylates: interesting precursors to sildenafil analogues.	2007-05-01	17470302
Haloacetonitriles vs. regulated haloacetic acids: are nitrogen-containing DBPs more toxic?	2007-01-15	17310735
Synthesis of spirocyclic C-arylribosides via cyclotrimerization.	2006-08-03	16869661
Double deprotonation of coordinated ethylimide to CH3CN: molecular mechanism and relevance to the chemistry of Mo and W organoimides.	2006-07-28	16832487
Preparation of (Cyanomethylene)tributylphosphorane: a new mitsunobu-type reagent.	2005-11	16272744
Fetal origin of adverse pregnancy outcome: the water disinfectant by-product chloroacetonitrile induces oxidative stress and apoptosis in mouse fetal brain.	2005-09-08	16054234
Neurological impairment in fetal mouse brain by drinking water disinfectant byproducts.	2005-08	16112326
Role of protonation and of axial ligands in the reductive dechlorination of alkyl chlorides by vitamin B12 complexes. Reductive cleavage of chloroacetonitrile by Co(I) cobalamins and cobinamides.	2005-04-13	15810839
Synthesis and tuberculostatic activity of some (4-phenylpiperazin-1-ylmethyl)-1,3,4-oxadiazole and (4-phenylpiperazin-1-ylmethyl)-1,2,4-triazole derivatives.	2005-03-30	15794341
The effect of electron detachment on the structure and properties of the chlorine-acetonitrile anionic complex.	2004-10-01	15446921
Myeloperoxidase-catalyzed oxidation of chloroacetonitrile to cyanide.	2004-02-02	14687762
Synthesis and antimicrobial testing of some new S-substituted-thiopyridines, thienopyridines, pyridothienopyrimidines and pyridothienotriazines.	2003-06	12856996
A strategy for the synthesis of aryl alpha-ketoamides based upon the acylation of anions derived from cyanomethylamines followed by oxidative cleavage.	2002-04-04	11922793
Comparative binding energy analysis of the substrate specificity of haloalkane dehalogenase from Xanthobacter autotrophicus GJ10.	2001-07-31	11467952

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:40:54 GMT 2025` Edited by `admin` on `Mon Mar 31 18:40:54 GMT 2025`
Record UNII	CN524K9DXD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHLOROACETONITRILE

Systematic Name

English

NSC-6180

Preferred Name

English

CHLOROACETONITRILE [HSDB]

Common Name

English

CHLOROACETONITRILE [IARC]

Common Name

English

Code System Code Type Description

WIKIPEDIA

Chloroacetonitrile