Trichloroacetyl chloride

Last updated
Trichloroacetyl chloride
Structural formula Trichloroacetyl chloride.png
Structural formula
Ball-and-stick model Trichloroacetyl-chloride-3D-balls.png
Ball-and-stick model
Names
Preferred IUPAC name
Trichloroacetyl chloride
Other names
2,2,2-Trichloroacetyl chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.843 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 200-926-7
PubChem CID
UNII
UN number 2442
  • InChI=1S/C2Cl4O/c3-1(7)2(4,5)6 Yes check.svgY
    Key: PVFOMCVHYWHZJE-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C2Cl4O/c3-1(7)2(4,5)6
    Key: PVFOMCVHYWHZJE-UHFFFAOYAJ
  • ClC(Cl)(Cl)C(Cl)=O
Properties
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
-280.0 kJ•mol−1 [2]
Hazards
Safety data sheet Oxford MSDS
GHS classification and labelling: [3]
GHS-pictogram-acid.svg GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
Danger
H302, H314, H330
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
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

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]

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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).