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质量水平
方案
98%
表单
liquid
折射率
n20/D 1.44 (lit.)
沸点
110-112 °C (lit.)
密度
1.369 g/mL at 25 °C (lit.)
SMILES字符串
ClC(Cl)C#N
InChI
1S/C2HCl2N/c3-2(4)1-5/h2H
InChI key
STZZWJCGRKXEFF-UHFFFAOYSA-N
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应用
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.
生化/生理作用
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.
警示用语:
Danger
危险声明
危险分类
Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
96.8 °F - closed cup
闪点(°C)
36 °C - closed cup
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
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)
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
Dichloroacetonitrile
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Speciation of common volatile halogenated disinfection by-products in tap water under different oxidising agents
Journal of Chromatography A, 1310, 113-120 (2013)
Direct catalytic enantioselective Mannich-type reaction of dichloroacetonitrile using bis (imidazoline)-Pd catalysts
Chemical Communications (Cambridge, England), 52(93), 13604-13607 (2016)
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