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1-bromobutane conversion work shown please help!

  • Thread starter johnq2k7
  • Start date
  • #1
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equations used to convert 1-bromobutane to:

a.) CH3CH2CH2CH2D

b.) octane

c.) 1-butyne

d.) CH3CH2CH2CH2CN

e.) CH3CH2CH2CH2-O-C-(=O)-CH3


work shown below:

c.) 1-butyne

CH3CH2CH2CH2Br => {(CH3)3COH, (CH3)3COK} =>CH3CH2CH=CH2
CH3CH2CH=CH2 => {Br2} => CH3CH2CHBrCH2Br
CH3CH2CHBrCH2Br => {NaNH2, NH3} => CH3CH2C(bondx3)C(-)Na(+)
CH3CH2C(bondx3)C(-)Na(+) => {H2O} => CH3CH2C(bondx3)CH

d.) CH3CH2CH2CH2CN
CH3CH2CH2Br + NaCN --> CH3CH2CH2CH2CN + NaBr

5. CH3CH2CH2CH2-O-C(=O)CH3

CH3CH2CH2CH2Br + CH3C(=O)OH

I need help with a.) and b.) I don't know how to extend the alkyl halide to an octane, and exchange the Br with D for a)

please help me...
 

Answers and Replies

  • #2
chemisttree
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What would happen if you were to quench a carbanion with D20 or D3O+?

and

Review Wurtz coupling.
 

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