Propylene chlorohydrin

Propylene chlorohydrin usually refers to the organic compound with the formula CH₃CH(OH)CH₂Cl. A related compound, an isomer, is CH₃CH(Cl)CH₂OH. Both isomers are colorless liquids that are soluble in organic solvents. They are classified as chlorohydrins. Both are generated on a large scale as intermediates in the production of propylene oxide.[1]

Propylene chlorohydrin

Names
Preferred IUPAC name 1-Chloropropan-2-ol
Other names 1-Chloro-2-hydroxypropane
Identifiers
CAS Number	(isomer: 78-89-7) 127-00-4 (isomer: 78-89-7)
3D model (JSmol)	Interactive image
ChemSpider	29103
ECHA InfoCard	100.004.382
EC Number	204-819-6 2.3.5UN Number New Window 2611 CHEBI:76260 CHEMBL1361129
PubChem CID	31370
CompTox Dashboard (EPA)	DTXSID5020285
InChI InChI=1S/C3H7ClO/c1-3(5)2-4/h3,5H,2H2,1H3 Key: YYTSGNJTASLUOY-UHFFFAOYSA-N
SMILES CC(CCl)O
Properties
Chemical formula	C3H7ClO
Molar mass	94.54
Appearance	colorless liquid
Density	1.1154 g/mL
Boiling point	127
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H226, H302, H315, H319, H332, H335
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+312, P302+352, P303+361+353, P304+312, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P370+378, P403+233
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The reaction of aqueous solution of chlorine with propene gives a 10:1 ratio of CH₃CH(OH)CH₂Cl and CH₃CH(Cl)CH₂OH. These compounds are treated with lime to give propylene oxide, which is useful in the production of plastics and other polymers.

References

1. Gordon Y. T. Liu, W. Frank Richey, Joanne E. Betso, Brian Hughes, Joanna Klapacz, and Joerg Lindner "Chlorohydrins" in Ullmann's Encyclopedia of Industrial Chemistry, 2014, Wiley-VCH, Weinheim. doi:10.1002/14356007.a06_565.pub2