trichloroacetyl chloride

{{chembox

| Watchedfields = changed

| verifiedrevid = 470613458

| ImageFileL1_Ref = {{chemboximage|correct|??}}

| ImageFileL1 = Trichloroacetyl chloride.png

| ImageSizeL1 = 115

| ImageNameL1 = Structural formula

| ImageFileR1 = Trichloroacetyl-chloride-3D-balls.png

| ImageSizeR1 = 125

| ImageNameR1 = Ball-and-stick model

| PIN = Trichloroacetyl chloride

| OtherNames = 2,2,2-Trichloroacetyl chloride

|Section1={{Chembox Identifiers

| CASNo =76-02-8

| CASNo_Ref = {{cascite|correct|CAS}}

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6180

| EC_number = 200-926-7

| PubChem =6420

| UNNumber = 2442

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 9SN86T76Y6

| InChI = 1/C2Cl4O/c3-1(7)2(4,5)6

| InChIKey = PVFOMCVHYWHZJE-UHFFFAOYAJ

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C2Cl4O/c3-1(7)2(4,5)6

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PVFOMCVHYWHZJE-UHFFFAOYSA-N

| SMILES = ClC(Cl)(Cl)C(Cl)=O

}}

|Section2={{Chembox Properties

| Formula =C₂Cl₄O

| MolarMass =181.832 g/mol

| Appearance =

| Density =1.62 g/cm³ at 20 °C

| MeltingPt =

| BoilingPtC = 117.9

| Solubility =

| SolubleOther = miscible with diethyl ether

{{Citation

| last = Lide

| first = David R.

| author-link =

| year = 1998

| title = Handbook of Chemistry and Physics

| edition = 87

| volume =

| series =

| location = Boca Raton, Florida

| publisher = CRC Press

| id =

| isbn = 0-8493-0594-2

| doi =

| oclc =

| pages = 3–536

| url =

}}

}}

|Section4={{Chembox Thermochemistry

| DeltaHf = −280.0 kJ•mol⁻¹

{{Citation

| last = Lide

| first = David R.

| author-link =

| year = 1998

| title = Handbook of Chemistry and Physics

| edition = 87

| volume =

| series =

| location = Boca Raton, Florida

| publisher = CRC Press

| id =

| isbn = 0-8493-0594-2

| doi =

| oclc =

| pages = 5–29

| url =

}}

| DeltaHc =

| Entropy =

| HeatCapacity =

}}

|Section7={{Chembox Hazards

| GHS_ref={{cite web |title=Trichloroacetyl chloride |url=https://pubchem.ncbi.nlm.nih.gov/compound/6420#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=12 December 2021 |language=en}}

| GHSPictograms = {{GHS05}}{{GHS06}}{{GHS07}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|302|314|330}}

| PPhrases = {{P-phrases|260|264|270|271|280|284|301+312|301+330+331|303+361+353|304+340|305+351+338|310|320|330|363|403+233|405}}

| ExternalSDS = [http://msds.chem.ox.ac.uk/TR/trichloroacetyl_chloride.html Oxford MSDS]

| FlashPt =

| AutoignitionPt =

}}

}}

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, or by the isomerisation of tetrachloroethylene oxide via heating. It is used in the manufacture of pharmaceuticals and plant protection compounds.[http://www.freepatentsonline.com/5659078.html 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).