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:
Assay:
98%
Form:
liquid
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
hcodes
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
此项目有
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)
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)
M Clemens et al.
Zentralblatt fur Hygiene und Umweltmedizin = International journal of hygiene and environmental medicine, 193(1), 91-98 (1992-06-01)
18 different swimming pool waters in the Bonn-Rhein-Sieg area were analysed for trihalogenmethanes, halogenated acetic acids, 2,2-dichloropropionic acid, dihalogenacetonitriles and chloral hydrate. Most substances mentioned above were determined in almost every sample reaching total concentrations up to 538 micrograms/l. Considering
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