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107-14-2 - Chloroacetonitrile, 98+% - A12825 - Alfa Aesar

A12825 Chloroacetonitrile, 98+%

CAS 번호
107-14-2
동의어

사이즈 가격 ($) 수량 재고 여부
100g 21.20
500g 79.60
1kg 127.00
장바구니에 추가 대량 견적에 추가 항목 보기

Chloroacetonitrile, 98+%

MDL
MFCD00001885
EINECS
203-467-0

화학적 특성

화학식
C2H2ClN
화학 식량
75.50
비등점
124-126°
인화점
56°(132°F)
밀도
1.195
굴절률
1.4230
용해도
Immiscible with water.

용도

Chloroacetonitrile is used in the electrochemical synthesis of cyanoacetic acid with carbon dioxide. It is involved in phase-transfer-catalyzed Darzen's condensation reaction with cyclohexanone. It is also used as an eluent additive in thermospray liquid chromatography/mass spectrometry. Further, it is used to prepare polysubstituted pyrido[1,2-a]benzimidazole by reacting with other reactant such as malononitrile, aromatic aldehyde and pyridine.

참고

Incompatible with strong oxidizing agents and acids.

참조 문헌

Forms cyanomethyl esters with carboxylic acids, e.g. in the presence of Et3N, which are a useful protection method; the esters are readily cleaved by Na2S in aqueous acetone: Synth. Commun., 22, 693 (1992).

Good yields of ß-hydroxy nitriles have been obtained by Reformatsky-type reaction with aldehydes and ketones using Zn and TMS chloride: Tetrahedron Lett., 31, 2205 (1990). See Bromoacetonitrile, A13933.

In the presence of base, Darzens condensation with aldehydes and ketones, under conventional or phase-transfer conditions, gives glycidonitriles (cyano epoxides), readily converted to the homologated carboxylic acids, esters or aldehydes with loss of cyanide: J. Chem. Soc., Chem. Commun., 988 (1974); Coll. Czech. Chem. Commun., 53, 822 (1988).

Ritter reaction with tertiary alcohols yields 2-chloroacetamides which, on treatment with thiourea, provides a high-yield conversion of tertiary alcohols to the corresponding amines: Synthesis, 1709 (2000):

For use in vicarious nucleophilic substitution of hydrogen in nitro-substituted hetereocycles, see 2-Nitrothiophene, A17464.

Hoseini, S. J.; Nasrabadi, H.; Fath, R. H.; Moradi, Z.; Rashidi, M. Oxidative Addition of Propargyl Halides, Chloroacetonitrile, and Ethyl Chloroacetate to a Dimethylplatinum(II) Complex: Kinetic and DFT Studies. Organometallics 2014, 33 (7), 1689-1699.

Kimura, S. Y.; Komaki, Y.; Plewa, M. J.; Marinas, B. J. Chloroacetonitrile and N,2-Dichloroacetamide Formation from the Reaction of Chloroacetaldehyde and Monochloramine in Water. Environ. Sci. Technol. 2013, 47 (21), 12382-12390.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H226-H301-H310-H331

Flammable liquid and vapour. Toxic if swallowed. Fatal in contact with skin. Toxic if inhaled.

주의 설명서: P210-P261-P301+P310a-P303+P361+P353-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
506028
위험 등급
6.1
포장 그룹
I
통합 관세 코드
2926.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
AL8225000

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