Hexachloropropene

Hexachloropropene
Names
	Preferred IUPAC name 1,1,2,3,3,3-Hexachloroprop-1-ene
Identifiers
CAS Number	1888-71-7;
3D model (JSmol)	Interactive image;
ChemSpider	15113;
ECHA InfoCard	100.015.965
EC Number	217-560-9;
PubChem CID	15902;
UNII	740VOV69VZ;
UN number	3382 3082
CompTox Dashboard (EPA)	DTXSID7062039 ;
	InChI InChI=1S/C3Cl6/c4-1(2(5)6)3(7,8)9 Key: VFDYKPARTDCDCU-UHFFFAOYSA-N; InChI=1/C3Cl6/c4-1(2(5)6)3(7,8)9 Key: VFDYKPARTDCDCU-UHFFFAOYAH;
	SMILES C(=C(Cl)Cl)(C(Cl)(Cl)Cl)Cl;
Properties
Chemical formula	C3Cl6
Molar mass	248.75 g/mol
Appearance	colourless liquid[1]
Density	1.765 g/cm3 (at 25 °C)
Melting point	−73[1] °C (−99 °F; 200 K)
Boiling point	209–210[1] °C (408–410 °F; 482–483 K)
Solubility in water	0.25 g/L[1]
Solubility	soluble in carbon tetrachloride, ethanol and diethyl ether[2]
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H319, H330, H332, H335
Precautionary statements	P260, P261, P264, P271, P280, P284, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P320, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hexachloropropene is a compound of chlorine and carbon with the linear formula CCl₃CCl=CCl₂.[3] It is a colourless liquid at room temperature. It is toxic for humans.

Hexachloropropene can be produced by the dehydrochlorination reaction of 1,1,1,2,2,3,3-heptachloropropane by potassium hydroxide in methanol solution.[4] 1,1,1,2,2,3,3-Heptachloropropane is produced by the reaction of chloroform and tetrachloroethylene.

{\ce {CHCl3 + C2Cl4 -> C3HCl7}}

{\ce {C3HCl7 + KOH -> C3Cl6 + KCl + H2O}}

Hexachloropropene can be used to produce other compounds such as uranium tetrachloride, anhydrous niobium pentachloride and tungsten hexachloride.[5]

References

Hexachlorpropen
Gangolli, S.; Royal Society of Chemistry (1999). The dictionary of substances and their effects. Cambridge, UK. p. 607. ISBN 0-85404-803-0. OCLC 41660040.{{cite book}}: CS1 maint: location missing publisher (link)
"Hexachloropropene96%". Sigma Aldrich. Retrieved Nov 27, 2013.
Friedrich Boberg (1964-11-16). "Über 1.2-Dithia-cyclopentene, V. 4.5-Dichlor-1.2-dithia-cyclopentenon-(3)". Justus Liebigs Annalen der Chemie (in German). 679 (1): 109–118. doi:10.1002/jlac.19646790115. Retrieved 2022-03-08.
W. W. Porterfield and S. Y. Tyree, Jr. (1967), S. Young Tyree, Jr. (ed.), Anhydrous metal chlorides, McGraw-Hill Book Company, Inc., pp. 133–136

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[Merck-1] Hexachlorpropen

[S._D._Gangolli,_Royal_Society_of_Chemistry_(Great_Britain)-2] Gangolli, S.; Royal Society of Chemistry (1999). The dictionary of substances and their effects. Cambridge, UK. p. 607. ISBN 0-85404-803-0. OCLC 41660040.{{cite book}}: CS1 maint: location missing publisher (link)

[3] "Hexachloropropene96%". Sigma Aldrich. Retrieved Nov 27, 2013.

[4] Friedrich Boberg (1964-11-16). "Über 1.2-Dithia-cyclopentene, V. 4.5-Dichlor-1.2-dithia-cyclopentenon-(3)". Justus Liebigs Annalen der Chemie (in German). 679 (1): 109–118. doi:10.1002/jlac.19646790115. Retrieved 2022-03-08.

[IS9-5] W. W. Porterfield and S. Y. Tyree, Jr. (1967), S. Young Tyree, Jr. (ed.), Anhydrous metal chlorides, McGraw-Hill Book Company, Inc., pp. 133–136