Chloroacetaldehyde

Chloroacetaldehyde
Names
Preferred IUPAC name
Chloroacetaldehyde
Systematic IUPAC name
Chloroethanal
Other names
2-Chloroacetaldehyde
2-Chloroethanal
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.158
EC Number
  • 203-472-8
UNII
  • InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2
    Key: QSKPIOLLBIHNAC-UHFFFAOYSA-N
  • C(C=O)Cl
Properties
C2H3ClO
Molar mass 78.50 g mol−1
Appearance Colourless liquid
Odor acrid, penetrating
Density 1.117 g/mL
Melting point −16.3 °C (2.7 °F; 256.8 K) hydrate melts at 43–50 °C
Boiling point 85 to 85.5 °C (185.0 to 185.9 °F; 358.1 to 358.6 K)
soluble
Solubility organic solvents
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
alkylating agent
GHS labelling:
Danger
H301, H311, H314, H330, H351, H400
Flash point 87.7 °C (189.9 °F) (closed cup)
Lethal dose or concentration (LD, LC):
89 mg/kg (oral, rat)
82 mg/kg (oral, mouse)
200 ppm (rat, 1 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
C 1 ppm (3 mg/m3)
REL (Recommended)
C 1 ppm (3 mg/m3)
IDLH (Immediate danger)
45 ppm
Related compounds
Related compounds
2-chloroethanol, Chloroacetic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Chloroacetaldehyde is an organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially dangerous alkylating agent. The compound is not normally encountered in the anhydrous form, but rather as the hemiacetal (ClCH2CH(OH))2O.

Chloroacetaldehyde is a metabolite of the antineoplastic ifosfamide and believed to be responsible for some of the toxicity observed with ifosfamide.