2-Bromopropane

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2-bromopropane
IUPAC name	2-bromopropane
Other names	isopropyl bromide
Identifiers
CAS number	[75-26-3]
RTECS number	TX4111000
SMILES	BrC(C)C
Properties
Molecular formula	C3H7Br
Molar mass	122.99 g/mol
Appearance	Pale brown to colorless liquid
Density	1.31 g/mL, liquid
Melting point	-90.0 °C, 183 K, -130 °F
Boiling point	59.4 °C, 333 K, 139 °F
Solubility in water	0.32 g/100 mL (20 °C)
Solubility in organic solvents	miscible
Refractive index (nD)	1.4251
Viscosity	6.106 cP at 0 °C 4.894 cP at 20 °C
Hazards
MSDS	External MSDS
Main hazards	Harmful, irritant
NFPA 704	3 2 0
R-phrases	R10 R20 R36 R37 R38
Flash point	22 °C
Related compounds
Related alkyl halides	Ethyl bromide n-propyl bromide isopropyl chloride
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 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.^[1]

Contents 1 Reactions 2 Safety 3 Further reading 4 References

[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).

[edit] References

1. ^ Merck Index of Chemicals and Drugs, 9th ed. Monograph 5071