1,2-Dibromopropane

1,2-Dibromopropane, also known as propylene dibromide, is an organic compound with the formula CH₃CHBrCH₂Br. It is the simplest chiral hydrocarbon containing two bromine atoms.

1,2-Dibromopropane

Skeletal formula of 1,2-dibromopropane with some implicit hydrogens shown
Names
Preferred IUPAC name 1,2-Dibromopropane[1]
Other names Propylene dibromide[2]
Identifiers
CAS Number	78-75-1 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1718884
ChemSpider	6305 Y 557419 S N
ECHA InfoCard	100.001.036
EC Number	201-139-1
MeSH	1,2-dibromopropane
PubChem CID	6553 642201 S
RTECS number	TX8574000
UNII	FGB8O5N903 Y
UN number	1993
CompTox Dashboard (EPA)	DTXSID60870403
InChI InChI=1S/C3H6Br2/c1-3(5)2-4/h3H,2H2,1H3 Y Key: XFNJYAKDBJUJAJ-UHFFFAOYSA-N Y
SMILES CC(Br)CBr
Properties
Chemical formula	C3H6Br2
Molar mass	201.889 g·mol−1
Appearance	Colourless liquid
Density	1.937 g mL−1
Melting point	−55.5 °C; −67.8 °F; 217.7 K
Boiling point	139 to 143 °C; 282 to 289 °F; 412 to 416 K
Henry's law constant (kH)	6.7 μmol Pa−1 kg−1
Refractive index (nD)	1.519
Thermochemistry
Heat capacity (C)	172.8 J K mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H302, H332
Flash point	50 °C (122 °F; 323 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)	741 mg kg−1 (oral, rat)
Related compounds
Related alkanes	1,1-Dibromoethane 1,2-Dibromoethane Tetrabromoethane 1,3-Dibromopropane 1,2,3-Tribromopropane
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

1,2-Dibromo Propane also known as Propylene bromide is a naturally occurring organic compound. It is part of the Vicinal Dihalide family; it is highly unstable due to both torsional strain and its highly electrophilic nature.

(S)-1,2-Dibrompropane (above) and (R)-1,2-Dibrompropane (below)

Synthesis and reactions

1,2-Dibromopropane can be synthesized using electrophilic addition by reacting propene and bromine:^[3]

C
₃H
₆ + Br₂ → C
₃H
₆Br
₂