1,3-Dibromopropane

Chembox new
ImageFile = 1%2C3-Dibrompropan.png ImageName = 1,3-dibromopropane
IUPACName = 1,3-dibromopropane
OtherNames = trimethylene dibromide
OtherNames = trimethylenebromide
Section1 = Chembox Identifiers
SMILES = BrCCCBr
CASNo = 109-64-8
RTECS =
Section2 = Chembox Properties
Formula = C₃H₆Br₂
MolarMass = 201.89 g/mol
Appearance = Colorless to slightly-yellow liquid
Density = 1.98 g/mL, liquid
Solubility = ? g/100 ml (?°C)
MeltingPt = -34 °C (239 K)
BoilingPt = 166-167 °C (439 - 440 K)
Viscosity = ? cP at ?°C
Section3 = Chembox Structure
Dipole =
Section7 = Chembox Hazards
ExternalMSDS =
MainHazards =
FlashPt = 56 °C (closed cup)
RPhrases = R10 R22 R38 R51 R53.
SPhrases = S16 S26 S36 S61.
Section8 = Chembox Related
Function = ?
OtherFunctn =
OtherCpds =

1,3-Dibromopropane is a halogenated hydrocarbon. When at room temperature, it is a colorless to light-brown liquid. Synthetically, it is very useful to form C₃-bridged compounds such as through C-N coupling reactions.

1,3-Dibromopropane was used in the first cyclopropane synthesis in 1881, the Freund reaction.cite journal
title = Über Trimethylen
author = August Freund
volume = 26
issue = 1
year = 1881
doi = 10.1002/prac.18820260125
journal = Journal für Praktische Chemie
pages = 625–635]

ynthesis

1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide. [cite journal| author = W. E. Vaughan, F. F. Rust, T. W. Evans | title = The photo-addition of hydrogen bromide to olefinic bonds | journal = J. Org. Chem. | year = 1942 | volume = 7 | pages = 477–490 | doi = 10.1021/jo01200a005]

References