1-Chloro-3,3,3-trifluoropropene

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1-Chloro-3,3,3-trifluoropropene (HFO-1233zd) is the unsaturated chlorofluorocarbon with the formula HClC=C(H)CF3. The compound exists as E- (cis-) and Z- (trans-) isomers. The trans- isomer of this colorless gas is of interest as a more environmentally friendly (lower GWP; global warming potential) refrigerant in air conditioners.[1] It is prepared by fluorination and dehydrohalogenation reactions starting with 1,1,1,3,3-pentachloropropane.[2]

1-Chloro-3,3,3-trifluoropropene
Names
Preferred IUPAC name
1-Chloro-3,3,3-trifluoroprop-1-ene
Other names
1-Chloro-3,3,3-trifluoropropene
HCFO-1233zd
HCFC-1233zd
r-1233zd
Solstice zd (Honeywell brand name)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.215.615 Edit this at Wikidata
UNII
  • mixture of E- and Z- isomers: InChI=1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H
    Key: LDTMPQQAWUMPKS-UHFFFAOYSA-N
  • E-isomer: InChI=1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H/b2-1+
    Key: LDTMPQQAWUMPKS-OWOJBTEDSA-N
  • Z-isomer: InChI=1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H/b2-1-
    Key: LDTMPQQAWUMPKS-UPHRSURJSA-N
  • FC(F)(F)C=CCl
Properties
C3H2ClF3
Molar mass 130.49 g·mol−1
Appearance Colorless liquid
Boiling point 39.6 °C (Z)
18.5 °C (E)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Cheryl Hogue (2011). "Replacing the Replacements". Chemical & Engineering News. 89 (49): 31–32. doi:10.1021/cen-v089n049.p031. Archived from the original on 2020-09-23.
  2. ^ Tung, Hseuh Sung; Ulrich, Kevin D.; Merkel, Daniel C. "Low-temperature catalytic fluorination process for the manufacture of 1-chloro-3,3,3-trifluoropropene from 1,1,1,3,3-pentachloropropane and hydrogen fluoride" U.S. (2005), US 6844475 B2 20050118 to Honeywell International Business Machines.