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T↓ + 100% The first step in this reaction is the transfer of a hydride ion to the carbon of the carbonyl. The hydride acts as a nucleophile and attacks the carbon of the carbonyl. The hydride can either come in via an axial attack or an equatorial attack depending on steric factors and the placement of other substituents on the ring. Below is the reaction scheme. Take note that some arrows are missing so be sure to include those when writing the mechanism in your prelab report. Typically, the axial attack is preferred over the equatorial attack, leading to the alcohol in the equatorial position. This type of reaction is stereoselective since one stereoisomer is preferred over another. For the reaction in this week's experiment, a mixture of diasteriomeric alcohols will be produced and analyzed. 1 of 4 (H₂C) C Figure 1 axial attack equatorial attack (H₂C)₂C- (H₂C) C. Ho HⓇ (H₂C) C- (H₂C) C- # 90% trans 10% cis OH OH If a more sterically hindered reducing agent is used, then the opposite product ratio is observed. If they were to make an axial attack, these hydride reagents would sterically clash with 1,3-diaxial hydrogen

T↓ + 100% The first step in this reaction is the transfer of a hydride ion to the carbon of the carbonyl. The hydride acts as a nucleophile and attacks the carbon of the carbonyl. The hydride can either come in via an axial attack or an equatorial attack depending on steric factors and the placement of other substituents on the ring. Below is the reaction scheme. Take note that some arrows are missing so be sure to include those when writing the mechanism in your prelab report. Typically, the axial attack is preferred over the equatorial attack, leading to the alcohol in the equatorial position. This type of reaction is stereoselective since one stereoisomer is preferred over another. For the reaction in this week's experiment, a mixture of diasteriomeric alcohols will be produced and analyzed. 1 of 4 (H₂C) C Figure 1 axial attack equatorial attack (H₂C)₂C- (H₂C) C. Ho HⓇ (H₂C) C- (H₂C) C- # 90% trans 10% cis OH OH If a more sterically hindered reducing agent is used, then the opposite product ratio is observed. If they were to make an axial attack, these hydride reagents would sterically clash with 1,3-diaxial hydrogen

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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In the information provided,-see photo, we read that the axial attack is preferred for the reaction. Explain this preference for the axial attack and the trans product formed
in Figure 1. Be sure to comment on the steric factors of the substituents, their placement on
the ring, and the hydride delivery agent

Experiment - Reduction of t-butylcyclohexanone ធ A Q ↑↓ + 100% The first step in this reaction is the transfer of a hydride ion to the carbon of the carbonyl. The hydride acts as a nucleophile and attacks the carbon of the carbonyl. The hydride can either come in via an axial attack or an equatorial attack depending on steric factors and the placement of other substituents on the ring. Below is the reaction scheme. Take note that some arrows are missing so be sure to include those when writing the mechanism in your prelab report. Typically, the axial attack is preferred over the equatorial attack, leading to the alcohol in the equatorial position. This type of reaction is stereoselective since one stereoisomer is preferred over another. For the reaction in this week's experiment, a mixture of diasteriomeric alcohols will be produced and analyzed. 1 of 4 (H3C)3C- ملے اور میں Figure 1 axial attack equatorial attack (H3C)3C- (H3C)3C- H H H HⓇ (H3C)3C- (H3C)3C- 90% trans 10% cis H OH OH H If a more sterically hindered reducing agent is used, then the opposite product ratio is observed. If they were to make an axial attack, these hydride reagents would sterically clash with 1,3-diaxial hydrogen atoms.
Transcribed Image Text:Experiment - Reduction of t-butylcyclohexanone ធ A Q ↑↓ + 100% The first step in this reaction is the transfer of a hydride ion to the carbon of the carbonyl. The hydride acts as a nucleophile and attacks the carbon of the carbonyl. The hydride can either come in via an axial attack or an equatorial attack depending on steric factors and the placement of other substituents on the ring. Below is the reaction scheme. Take note that some arrows are missing so be sure to include those when writing the mechanism in your prelab report. Typically, the axial attack is preferred over the equatorial attack, leading to the alcohol in the equatorial position. This type of reaction is stereoselective since one stereoisomer is preferred over another. For the reaction in this week's experiment, a mixture of diasteriomeric alcohols will be produced and analyzed. 1 of 4 (H3C)3C- ملے اور میں Figure 1 axial attack equatorial attack (H3C)3C- (H3C)3C- H H H HⓇ (H3C)3C- (H3C)3C- 90% trans 10% cis H OH OH H If a more sterically hindered reducing agent is used, then the opposite product ratio is observed. If they were to make an axial attack, these hydride reagents would sterically clash with 1,3-diaxial hydrogen atoms.
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