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Chloroacetonitrile

Catalog No. A12825 Name Alfa Aesar
CAS Number 107-14-2 Website
M. F. C2H2ClN Telephone
M. W. 75.49698 Fax
Purity 98+% Email
Storage Chembase ID: 109955

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 Pictograms GHS02
GHS Pictograms GHS06
GHS Pictograms GHS09
GHS Hazard statements H301-H311-H331-H226-H411
European Hazard Symbols Toxic Toxic (T)
European Hazard Symbols Nature polluting 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
Hazard Class 6.1
UN Number UN2668
Packing Group I

DETAILS

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.