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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.382
EC Number
  • 204-819-6 2.3.5UN Number New Window 2611 CHEBI:76260 CHEMBL1361129
UNII
  • InChI=1S/C3H7ClO/c1-3(5)2-4/h3,5H,2H2,1H3
    Key: YYTSGNJTASLUOY-UHFFFAOYSA-N
  • CC(CCl)O
Properties
C3H7ClO
Molar mass 94.54
Appearance colorless liquid
Density 1.1154 g/mL
Boiling point 127°C
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H226, H302, H315, H319, H332, H335
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
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
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