125954

Dichloroacetonitrile

98%

• Sinonimo/i: 2,2-Dichloroacetonitrile, Dichloromethyl cyanide
• Formula condensata: Cl₂CHCN
• Numero CAS: 3018-12-0
• Peso molecolare: 109.94
• Beilstein: 1739029
• Numero CE: 221-159-4
• Numero MDL: MFCD00040886
• Codice UNSPSC: 12352100
• ID PubChem: 24847689
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: 98%
• Stato: liquid
• Indice di rifrazione: n20/D 1.44 (lit.)
• P. ebollizione: 110-112 °C (lit.)
• Densità: 1.369 g/mL at 25 °C (lit.)
• Stringa SMILE: ClC(Cl)C#N
• InChI: 1S/C2HCl2N/c3-2(4)1-5/h2H; STZZWJCGRKXEFF-UHFFFAOYSA-N

Descrizione

Applicazioni

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.

Azioni biochim/fisiol

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H226,H302,H314
• Consigli di prudenza: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 96.8 °F - closed cup
• Punto d’infiammabilità (°C): 36 °C - closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter