125954

Dichloroacetonitrile

98%

• Synonyme(s) : 2,2-Dichloroacetonitrile, Dichloromethyl cyanide
• Formule linéaire : Cl₂CHCN
• Numéro CAS: 3018-12-0
• Poids moléculaire : 109.94
• Numéro Beilstein : 1739029
• Numéro CE : 221-159-4
• Numéro MDL: MFCD00040886
• Code UNSPSC : 12352100
• ID de substance PubChem : 24847689
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 98%
• Forme: liquid
• Indice de réfraction: n20/D 1.44 (lit.)
• Point d'ébullition: 110-112 °C (lit.)
• Densité: 1.369 g/mL at 25 °C (lit.)
• Chaîne SMILES: ClC(Cl)C#N
• InChI: 1S/C2HCl2N/c3-2(4)1-5/h2H
• Clé InChI: STZZWJCGRKXEFF-UHFFFAOYSA-N

Description

Application

Dichloroacetonitrile can be used as a reactant to prepare:

• Chiral α, α-dichloro-β-aminonitriles via Pd-catalyzed enantioselective Mannich-type reaction with imines.
• α, α-dialkyl-substituted nitriles by an alkylation reaction with trialkylboranes in the presence of phenoxide base as a base.
• Halogenated pyridines via copper-catalyzed reaction with methacrolein.
• α,α-dichloro-β-hydroxy nitriles by condensation reaction with aldehydes and ketones in the presence of an alkoxide base.
• Selenium heterocycle derivatives via Diels–Alder cyclization with selenoaldehydes.
• Dichloroacetonitrile can also be used to develop an efficient method for the extraction and determination of common volatile halogenated disinfection by-products using the static headspace technique coupled with gas chromatography-mass spectrometry.

Actions biochimiques/physiologiques

Dichloroacetonitrile is direct-acting mutagen and induces DNA strand breaks in cultured human lymphoblastic cells. It induces apoptosis or necrosis in murine macrophage cell line via reactive oxygen intermediates-mediated oxidative mechanisms of cellular damage.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H226,H302,H314
• Conseils de prudence: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 96.8 °F - closed cup
• Point d'éclair (°C): 36 °C - closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter