Dichloroacetonitrile

ALDRICH/125954 - 98%

Synonym: 2,2-Dichloroacetonitrile; Dichloromethyl cyanide

CAS Number: 3018-12-0
Empirical Formula (Hill Notation): C₂HCl₂N
Molecular Weight: 109.94
EC Number: 221-159-4
MDL Number: MFCD00040886
Linear Formula: Cl₂CHCN
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-125954-25G	25 g	$104.00 1/EAAdd To Favorites		Add To Favorites

assay	98%
bp	110-112 °C (lit.)
density	1.369 g/mL at 25 °C (lit.)
form	liquid
InChI	1S/C2HCl2N/c3-2(4)1-5/h2H
InChI key	STZZWJCGRKXEFF-UHFFFAOYSA-N
Quality Level	100
refractive index	n20/D 1.44 (lit.)
SMILES string	ClC(Cl)C#N

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.
Biochem/physiol Actions:	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.
Packaging:	25 g in glass bottle

Symbol	GHS02,GHS05,GHS07
Signal word	Danger
Hazard statements	H226 - H302 - H314
Precautionary statements	P280 - P305 + P351 + P338 - P310
Hazard Codes	C
Risk Statements	10-22-34
Safety Statements	26-36/37/39-45
RIDADR	UN 2920 3(8) / PGII
WGK Germany	WGK 3
Flash Point(F)	96.8 °F - closed cup
Flash Point(C)	36 °C - closed cup