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Stereochemistry The alkyl bromide below can undergo an E2 but not in its shown conformation. Draw the conformer (as a line drawing, not a Newman projection) out of which an E2 elimination can occur, with all bonds/groups in the original drawing included. 'Bu = tert-butyl H3C H H3C Br tBu alkyl bromide (b) Draw the alkene formed in the E2 elimination reaction of this alkyl bromide promoted by potassium tert-butoxide (KOtBu). (c) Indicate if this E2 elimination reaction is stereospecific or stereoselective (write or circle stereospecific or stereoselective) Regioselectivity (d) Two potential products can form in the following E2 elimination promoted by KOtBu. Circle the major alkene product. (e) KOtBu H3C H3C Indicate if the reaction in (d) is under kinetic control or thermodynamic control. (write or circle kinetic or thermodynamic control) 5

Stereochemistry The alkyl bromide below can undergo an E2 but not in its shown conformation. Draw the conformer (as a line drawing, not a Newman projection) out of which an E2 elimination can occur, with all bonds/groups in the original drawing included. 'Bu = tert-butyl H3C H H3C Br tBu alkyl bromide (b) Draw the alkene formed in the E2 elimination reaction of this alkyl bromide promoted by potassium tert-butoxide (KOtBu). (c) Indicate if this E2 elimination reaction is stereospecific or stereoselective (write or circle stereospecific or stereoselective) Regioselectivity (d) Two potential products can form in the following E2 elimination promoted by KOtBu. Circle the major alkene product. (e) KOtBu H3C H3C Indicate if the reaction in (d) is under kinetic control or thermodynamic control. (write or circle kinetic or thermodynamic control) 5

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 46CTQ
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Stereochemistry The alkyl bromide below can undergo an E2 but not in its shown conformation. Draw the conformer (as a line drawing, not a Newman projection) out of which an E2 elimination can occur, with all bonds/groups in the original drawing included. 'Bu = tert-butyl H3C H H3C Br tBu alkyl bromide (b) Draw the alkene formed in the E2 elimination reaction of this alkyl bromide promoted by potassium tert-butoxide (KOtBu). (c) Indicate if this E2 elimination reaction is stereospecific or stereoselective (write or circle stereospecific or stereoselective) Regioselectivity (d) Two potential products can form in the following E2 elimination promoted by KOtBu. Circle the major alkene product. (e) KOtBu H3C H3C Indicate if the reaction in (d) is under kinetic control or thermodynamic control. (write or circle kinetic or thermodynamic control) 5
Transcribed Image Text:Stereochemistry The alkyl bromide below can undergo an E2 but not in its shown conformation. Draw the conformer (as a line drawing, not a Newman projection) out of which an E2 elimination can occur, with all bonds/groups in the original drawing included. 'Bu = tert-butyl H3C H H3C Br tBu alkyl bromide (b) Draw the alkene formed in the E2 elimination reaction of this alkyl bromide promoted by potassium tert-butoxide (KOtBu). (c) Indicate if this E2 elimination reaction is stereospecific or stereoselective (write or circle stereospecific or stereoselective) Regioselectivity (d) Two potential products can form in the following E2 elimination promoted by KOtBu. Circle the major alkene product. (e) KOtBu H3C H3C Indicate if the reaction in (d) is under kinetic control or thermodynamic control. (write or circle kinetic or thermodynamic control) 5
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