1,3-Dibromopropane

1,3-Dibromopropane is an organobromine compound with the formula (CH2)3Br2. It is a colorless liquid with sweet odor. It is used in organic synthesis to form C3-bridged compounds such as through C-N coupling reactions.

1,3-Dibromopropane
Names
Preferred IUPAC name
1,3-Dibromopropane
Other names
  • Trimethylenebromide
  • Trimethylene dibromide
Identifiers
3D model (JSmol)
635662
ChemSpider
ECHA InfoCard 100.003.356
EC Number
  • 203-690-3
MeSH 1,3-dibromopropane
PubChem CID
RTECS number
  • TX8575000
UNII
UN number 1993
  • InChI=1S/C3H6Br2/c4-2-1-3-5/h1-3H2 Y
    Key: VEFLKXRACNJHOV-UHFFFAOYSA-N Y
SMILES
  • BrCCCBr
Properties
C3H6Br2
Molar mass 201.889 g·mol−1
Appearance Colorless liquid
Density 1.989 g mL−1
Melting point −34.20 °C; −29.56 °F; 238.95 K
Boiling point 167 °C; 332 °F; 440 K
11 μmol Pa−1 kg−1
Refractive index (nD)
1.524
Thermochemistry
163.7 J K mol−1
Hazards
GHS labelling:
Warning
H226, H302, H315, H411
P273
Flash point 56 °C (133 °F; 329 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
315 mg kg−1 (oral, rat)
Related compounds
Related alkanes
Related compounds
Mitobronitol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

1,3-Dibromopropane was used in the first cyclopropane synthesis in 1881, known as the Freund reaction.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.