2-Chloropropylene

2-Chloropropylene is an organochlorine compound with the formula CH2=C(Cl)CH3. It is a colorless gas that condenses just below room temperature. Unlike the closely related vinyl chloride, which is a major industrial chemical, 2-chloropropene has no commercial applications and is a lightly studied compound. In the research laboratory, it is used as a source of the 2-propenyl group.[1] One early synthesis involves dehydrohalogenation of 1,2-dichloropropane with potassium hydroxide.[2]

2-Chloropropylene
Names
Other names
2-chloropropene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.353
EC Number
  • 209-187-5
UNII
UN number 2456
  • InChI=1S/C3H5Cl/c1-3(2)4/h1H2,2H3
    Key: PNLQPWWBHXMFCA-UHFFFAOYSA-N
  • CC(=C)Cl
Properties
C3H5Cl
Molar mass 76.52 g·mol−1
Appearance colorless gas
Density 0.9017 g/mL (20 °C)
Melting point −137.4 °C (−215.3 °F; 135.8 K)
Boiling point 22.6 °C (72.7 °F; 295.8 K)
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Danger
H224, H302, H312, 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, P322, P330, P332+P313, P337+P313, P362, P363, 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

References

  1. Takahashi, Tamotsu; Kotora, Martin; Fischer, Reinald; Nishihara, Yasushi; Nakajima, Kiyohiko (1995). "Oxidative Addition of 2-Haloalkene to Zirconocene". Journal of the American Chemical Society. 117 (44): 11039–11040. doi:10.1021/ja00149a040.
  2. Goudet, Henry; Schenker, Fritz (1927). "Recherches sur quelques dérivés du propylène". Helvetica Chimica Acta. 10: 132–140. doi:10.1002/hlca.19270100117. hdl:2027/uc1.b2617289.
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