2-Bromopropane

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2-bromopropane
2-bromopropane
General
Systematic name 2-bromopropane
Other names isopropyl bromide
Molecular formula C3H7Br
SMILES BrC(C)C
Molar mass 122.99 g/mol
Appearance Pale brown to colorless liquid
CAS number [75-26-3]
Properties
Density and phase 1.31 g/mL, liquid
Solubility in water Negligible
Melting point -89°C (184 K)
Boiling point 59°C (332 K)
Acidity (pKa)  ?
Basicity (pKb)  ?
Viscosity  ? cP at ?°C
Structure
Crystal structure  ?
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards Harmful, irritant
NFPA 704
Flash point  ?°C
R/S statement R: R10 R20 R36 R37 R38
S: ?
RTECS number  ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related ?  ?
Related compounds  ?
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Infobox disclaimer and references

2-Bromopropane, also known as isopropyl 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.

[edit] Reactions

The bromine atom is at the secondary position, which allows the molecule to undergo dehydrohalogenation easily to give propene, which escapes as a gas. Consequently, this reagent is used in conjunction with mild bases such as potassium carbonate, vs strong ones.

[edit] Safety

Alkylating agents are often carcinogenic.

[edit] Further reading

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