Chloroacetonitrile

• Catalog No.: A12825
• CAS Number: 107-14-2
• M. F.: C2H2ClN
• M. W.: 75.49698
• Purity: 98+%

SYNONYMS

• Title: 氯乙腈
• IUPAC name: 2-chloroacetonitrile
• IUPAC Traditional name: chloroacetonitrile

DATABASE IDS

• CAS Number: 107-14-2
• MDL Number: MFCD00001885
• Beilstein Number: 506028
• EC Number: 203-467-0

PROPERTIES

• Purity: 98+%
• Boiling Point: 124-126°C
• Density: 1.195
• Flash Point: 56°C(132°F)
• Refractive Index: 1.4230
• GHS Hazard statements: H301-H311-H331-H226-H411
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P361-P405-P501A
• Risk Statements: 23/24/25-51/53
• RTECS: AL8225000
• Safety Statements: 1/2-45-61
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2668
• Packing Group: I

REFERENCES

• 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 ?-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.