How many of the following responses are true? 1. 3-bromo-3-methylpentane will un

Question

How many of the following responses are true?

1. 3-bromo-3-methylpentane will undergo substitution through an SN2 mechanism
2. If R-3-bromo-3-methylhexane is allowed to react with OH- the product will be a 50%/50% mixture of R-3-methyl-3-hexanol and S-3-methyl-3-hexanol
3. SN1 leads to a racemization of sterechemistry due to the planar carbocation intermediate
4. SN2 leads to a racemization of sterechemistry due to the nucleophile attacking from the backside and the leaving group leaving
5. A tertiary alkyl halide will tend to react through an SN2 mechanism because there is little hindrance to backside attack and a tertiary carbocation is not very stable

3
2
5
1
0

Explanation / Answer

1. False, it is through SN1

2.True, it gives 50:50 racemic

3. True

4. False, it gives inversion

5. False, It undergoes SN1 mechanism

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