Trichloroacetyl chloride

Trichloroacetyl chloride
Structural formula
Structural formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name
Trichloroacetyl chloride
Other names
2,2,2-Trichloroacetyl chloride
Identifiers
CAS Number
  • 76-02-8 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 6180 checkY
ECHA InfoCard 100.000.843 Edit this at Wikidata
EC Number
  • 200-926-7
PubChem CID
  • 6420
UNII
  • 9SN86T76Y6 checkY
UN number 2442
CompTox Dashboard (EPA)
  • DTXSID9034070 Edit this at Wikidata
InChI
  • InChI=1S/C2Cl4O/c3-1(7)2(4,5)6 checkY
    Key: PVFOMCVHYWHZJE-UHFFFAOYSA-N checkY
  • InChI=1/C2Cl4O/c3-1(7)2(4,5)6
    Key: PVFOMCVHYWHZJE-UHFFFAOYAJ
  • ClC(Cl)(Cl)C(Cl)=O
Properties
Chemical formula
 C2Cl4O
Molar mass 181.832 g/mol
Density 1.62 g/cm3 at 20 °C
Boiling point 117.9 °C (244.2 °F; 391.0 K)
Solubility miscible with diethyl ether[1]
Thermochemistry
Std enthalpy of
formation (ΔfH⦵298)
 -280.0 kJ•mol−1[2]
Hazards
GHS labelling:[3]
Pictograms
 GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
Hazard statements
 H302, H314, H330
Precautionary statements
 P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P330, P363, P403+P233, P405
Safety data sheet (SDS) Oxford MSDS
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
Chemical compound

Trichloroacetyl chloride is the acyl chloride of trichloroacetic acid. It can be formed by reacting chlorine with acetyl chloride or acetaldehyde in the presence of activated charcoal. It is used in the manufacture of pharmaceuticals and plant protection compounds.[4]

References

  1. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–536, ISBN 0-8493-0594-2
  2. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 5–29, ISBN 0-8493-0594-2
  3. ^ "Trichloroacetyl chloride". pubchem.ncbi.nlm.nih.gov. Retrieved 12 December 2021.
  4. ^ US Patent No. 5,659,078 to Ebmeyer et al., "Process for the preparation of trichloroacetyl chloride," issued August 19, 1997 (as reproduced by freepatentsonline.com and retrieved on October 23, 2007).


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