Which of the following could be used to synthesize 1-bromopentance> CH2CH2CH2CH2

Question

Which of the following could be used to synthesize 1-bromopentance> CH2CH2CH2CH2CH2Oh + NaBr rightarrow CH2CH2CH2CH=CH2 + HBr rightarrow CH2CH2CH2CH=CH2 + Br2 rightarrow CH2CH2CH2CH2CH2OH + PBr3 rightarrow CH2CH2CH2CH2CH2OH + Br2 rightarrow Select the struenare of the major product formed from the following reaction. IV I V III II Cro2 in H2SO4H2O will fail to give a positive test with which of these compounds? More then one of these (CH2)3COH CH3CH2CH2CH2OH

Explanation / Answer

8) D (tip: alcohol ROH + PBr3 ---> R-Br, a very classical way to convert alcohol to alkyl halide.) 9) D. (tip: SN1 mechanism. 1,2-carbon shift occurs to give more stable tertiary carbocation intermediate. 10) B (tip: tertiary alcohol cannot be oxidized by CrO3, H2SO4/H2O).

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