2-Bromopropane

Template:Chembox image cellTemplate:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox SolubilityInWaterTemplate:Chembox headerbarTemplate:Chembox headerbarTemplate:Chembox GHS (set)Template:Chembox headerbarTemplate:Chembox Datapage checkTemplate:Chembox Footer

2-Bromopropane

Template:Chembox image sbs cell
Template:Longitem	Template:Unbulleted list
Template:Longitem	741852
ChEBI	Template:Unbulleted list
ChemSpider	Template:Unbulleted list
DrugBank	Template:Unbulleted list
EC Number	Template:Unbulleted list
KEGG	Template:Unbulleted list
MeSH	2-bromopropane
Template:Longitem	Template:Unbulleted list
RTECS number	Template:Unbulleted list
UN number	2344
Template:Longitem	Template:Chembox Elements/molecular formula
Molar mass	Template:Chem molar mass
Appearance	Colorless liquid
Density	1.31 g mL−1
Melting point	Template:Chembox CalcTemperatures
Boiling point	Template:Chembox CalcTemperatures
log P	2.136
Vapor pressure	32 kPa (at 20 °C)
Template:Longitem	1.0 μmol Pa−1 mol−1
Template:Longitem	1.4251
Viscosity	0.4894 mPa s (at 20 °C)
Template:Longitem	135.6 J K mol−1
Template:Longitem	−129 kJ mol−1
Template:Longitem	−2.0537–−2.0501 MJ mol−1
NFPA 704 (fire diamond)	Template:NFPA 704 diamond
Flash point	Template:Chembox CalcTemperatures
Template:Longitem	Template:Unbulleted list

2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH₃CHBrCH₃. It is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.

Preparation

2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine, or with phosphorus tribromide.

Safety

Short-chain alkyl halides are often carcinogenic.

The bromine atom is at the secondary position, which allows the molecule to undergo dehydrohalogenation easily to give propene, which escapes as a gas and can rupture closed reaction vessels. When this reagent is used in base catalyzed reactions, potassium carbonate should be used in place of sodium or potassium hydroxide.

Further reading

• Max Gergel, “Excuse Me Sir, Would You Like to Buy a Kilo of Isopropyl Bromide?” Pierce Chemical Co. (1979). (story of start-up chemical company).