1. What product is expected to form in an SN2reaction of OH with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product. 2. What product is expected to form from the SN2reaction of 1-bromopentane with а. КОН? B. Nal? 3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2- bromohexane with CH3CO? Assume that inversion configuration occurs, and show the stereochemistry of both reactant and product?

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Chapter1: Chemical Foundations
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1. What product is expected to form in an Sy2reaction of OH¯with (R)-2-bromobutane? Show
the stereochemistry of the reactant and the product.
2. What product is expected to form from the SN2reaction of 1-bromopentane with
а. КОН?
B. Nal?
3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2-
bromohexane with CH3CO,? Assume that inversion configuration occurs, and show the
stereochemistry of both reactant and product?
4. Predict whether each of the following substitution reactions is likely t
Sylor SN2.
CI
OAc
CH3CO, Na+
CH3CO2H, H20
а.
CH2BR
CH2OAC
CH3CO2- Na+
DMF
b.
OH
HCI
CI
CH3OH
с.
CH3
CH3
Na+ SCH3
H2C=CH2B
d.
H2C=CCH,SCH3
CH3CN
5. Setting aside the double bond stereochemistry, what products would you expect from
elimination reactions of the following alkyl halides?
CH3
ÇI CH3
CH3CHCH2-C-CHCH3
ČH3
Transcribed Image Text:1. What product is expected to form in an Sy2reaction of OH¯with (R)-2-bromobutane? Show the stereochemistry of the reactant and the product. 2. What product is expected to form from the SN2reaction of 1-bromopentane with а. КОН? B. Nal? 3. What product would you expect to obtain from a nucleophilic substitution reaction of (S)-2- bromohexane with CH3CO,? Assume that inversion configuration occurs, and show the stereochemistry of both reactant and product? 4. Predict whether each of the following substitution reactions is likely t Sylor SN2. CI OAc CH3CO, Na+ CH3CO2H, H20 а. CH2BR CH2OAC CH3CO2- Na+ DMF b. OH HCI CI CH3OH с. CH3 CH3 Na+ SCH3 H2C=CH2B d. H2C=CCH,SCH3 CH3CN 5. Setting aside the double bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? CH3 ÇI CH3 CH3CHCH2-C-CHCH3 ČH3
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