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Chloroacetaldehyde information


Chloroacetaldehyde
Structural formula
Structural formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name
Chloroacetaldehyde
Systematic IUPAC name
Chloroethanal
Other names
2-Chloroacetaldehyde
2-Chloroethanal
Identifiers
CAS Number
  • 107-20-0 checkY
  • 34789-09-8 (hydrate) checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27871
ChemSpider
  • 32 checkY
ECHA InfoCard 100.003.158 Edit this at Wikidata
EC Number
  • 203-472-8
PubChem CID
  • 33
UNII
  • CF069F5D9C checkY
  • 61S63ROQ1E (hydrate) checkY
CompTox Dashboard (EPA)
  • DTXSID4020292 Edit this at Wikidata
InChI
  • InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2
    Key: QSKPIOLLBIHNAC-UHFFFAOYSA-N
SMILES
  • C(C=O)Cl
Properties
Chemical formula
C2H3ClO
Molar mass 78.50 g mol−1
Appearance Colourless liquid
Odor acrid, penetrating[1]
Density 1.117 g/mL
Melting point −16.3 °C (2.7 °F; 256.8 K) hydrate melts at 43–50 °C[1]
Boiling point 85 to 85.5 °C (185.0 to 185.9 °F; 358.1 to 358.6 K)
Solubility in water
soluble[1]
Solubility organic solvents
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
alkylating agent
GHS labelling:
Pictograms
GHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H301, H311, H314, H330, H351, H400
Flash point 87.7 °C (189.9 °F) (closed cup)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
89 mg/kg (oral, rat)
82 mg/kg (oral, mouse)[3]
LC50 (median concentration)
200 ppm (rat, 1 hr)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
C 1 ppm (3 mg/m3)[2]
REL (Recommended)
C 1 ppm (3 mg/m3)[2]
IDLH (Immediate danger)
45 ppm[2]
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.

  1. ^ a b c The Merck index. S Budavari, M O'Neil, A Smith (12 ed.). Merck. 1996. p. 2108. ISBN 9780911910124.{{cite book}}: CS1 maint: others (link)
  2. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0118". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "Chloroacetaldehyde". National Institute for Occupational Safety and Health. 4 December 2014. Retrieved 20 February 2015.
  4. ^ "Chloroacetaldehyde". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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Chloroacetaldehyde

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Chloroacetaldehyde is an organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially...

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Ethanol

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Kopp E, McKusick BC, Röderer G, Bosch A, Fleischmann G (2007). "Chloroacetaldehydes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH...

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Chloral

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with a LC50 for 4-hour exposure of 440 mg/m3. Chloral cyanohydrin Chloroacetaldehyde Dichloroacetaldehyde Fluoral Bromal Iodal Luknitskii, F. I. (1975)...

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Vinyl chloride

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oxide and chloroacetaldehyde. The former is produced by the action of cytochrome P-450 on VC. Both chloroethylene oxide and chloroacetaldehyde are alkylating...

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Methylene blue

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neuropsychiatric toxicity in 1994. A toxic metabolite of ifosfamide, chloroacetaldehyde (CAA), disrupts the mitochondrial respiratory chain, leading to an...

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Immediately dangerous to life or health

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0656 Chlorine trifluoride 75.6 mg/m3 20 ppm 7790912 107-20-0 0706 Chloroacetaldehyde 144.5 mg/m3 45 ppm 107200 532-27-4 0128 α-Chloroacetophenone 15 mg/m3...

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Ifosfamide

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people receiving the agent. The reaction is probably mediated by chloroacetaldehyde, one of the breakdown products of the ifosfamide molecule, which has...

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Chloroethylene oxide

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is significant because it causes DNA alkylation. It isomerizes to chloroacetaldehyde, which modifies adenosine residues by conversion to 1,N6-ethenodeoxyadenosine...

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GABA

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C2H3ClO

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78.50 g/mol, exact mass: 77.9872 u) may refer to: Acetyl chloride Chloroacetaldehyde Chloroethylene oxide This set index page lists chemical structure...

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Dichloroacetaldehyde

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Vinylene carbonate

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the chlorination of ethylene carbonate in substance or solution, 2-chloroacetaldehyde, polychlorinated ethylene carbonate and chlorinated ring-opening products...

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DNA base flipping

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been flipped out by cytosine-C5 and adenine-N6 methyltransferases. Chloroacetaldehyde is used to detect cytosine residues flipped out by the HhaI DNA cytosine-5...

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