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Merck
CN

125954

二氯乙腈

98%

别名:

2,2-Dichloroacetonitrile, Dichloromethyl cyanide

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关于此项目

线性分子式:
Cl2CHCN
化学文摘社编号:
分子量:
109.94
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-159-4
Beilstein/REAXYS Number:
1739029
MDL number:
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产品名称

二氯乙腈, 98%

InChI key

STZZWJCGRKXEFF-UHFFFAOYSA-N

InChI

1S/C2HCl2N/c3-2(4)1-5/h2H

SMILES string

ClC(Cl)C#N

assay

98%

form

liquid

refractive index

n20/D 1.44 (lit.)

bp

110-112 °C (lit.)

density

1.369 g/mL at 25 °C (lit.)

Quality Level

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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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

96.8 °F - closed cup

flash_point_c

36 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Dichloroacetonitrile
GL Bundy
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Isabel Montesinos et al.
Journal of chromatography. A, 1310, 113-120 (2013-09-03)
A simple and efficient method has been developed for the extraction and determination of sixteen common volatile halogenated disinfection by-products (DBPs) using the static headspace (HS) technique coupled with gas chromatography-mass spectrometry (GC-MS). The DBPs determined included trihalomethanes (THMs), halonitromethanes
M K Smith et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 12(4), 765-772 (1989-05-01)
Dichloroacetonitrile (DCAN), a by-product of drinking water disinfection formed by reaction of chlorine with background organic materials, was evaluated for its developmental effects in pregnant Long-Evans rats. Animals were dosed by oral intubation on Gestation Days 6-18 (plug = 0)
Direct catalytic enantioselective Mannich-type reaction of dichloroacetonitrile using bis (imidazoline)-Pd catalysts
Kondo M, et al.
Chemical Communications (Cambridge, England), 52(93), 13604-13607 (2016)
Speciation of common volatile halogenated disinfection by-products in tap water under different oxidising agents
Montesinos I and Gallego M
Journal of Chromatography A, 1310, 113-120 (2013)

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