What will be the cost efficient and high yielding method of synthesis for 1-bromobutane?

I can react butanol with $\ce{HBr}$ but I am worried butanol is not present at the moment in lab. But I need to hurry and make bromobutane.

  • 6
    $\begingroup$ Well, clearly what you do have in the lab will the rate determining step. What potential candidates have you got in the inventory? $\endgroup$ – long May 14 '15 at 5:36

Current prices are about 34 € (500 g) for 1-bromobutane and 32 € (500 mL) for 1-butanol in decent lab quality.

The most cost efficient method is ordering 1-bromobutane from a chemical supplier of your choice!

On a technical scale, one would probably react 1-butene with anhydrous hydrogen bromide under radical conditions, using peroxides or UV light to initiate homolytic cleavage of the $\ce{H-Br}$ bond.

  • $\begingroup$ Bromine radical is selective. You cannot expect to obtain a high yield of 1-bromobutane from such a reaction. Besides, such reactions are a mess to purify and this will be very tedious and difficult to achieve. $\endgroup$ – DrAzulene May 18 '16 at 5:22

Start with butanal or butanoic acid, reduce them with LiAlH4 and aqueous work-up and you have 1-butanol. If you have 1-butene, you do hydroboration/oxidation then phosphorus tribromide.

Are you trying to make a Grignard? or a substitution reaction?


Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.