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2-Bromopropane

| NFPA-H = 2 | NFPA-F = 3 | NFPA-R = 0 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.

References

References

  1. (27 March 2005). "2-bromopropane - Compound Summary". National Center for Biotechnology Information.
  2. (2013). "Purification of laboratory chemicals". Butterworth-Heinemann.
  3. "Merck Index of Chemicals and Drugs".
  4. Oliver Kamm and C. S. Marvel. (1941). "Alkyl and alkylene bromides".
  5. C. R. Noller and R. Dinsmore. (1943). "Isobutyl bromide".
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bromoalkanes alkylating-agents isopropyl-compounds iarc-group-2a-carcinogens
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