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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. (H₂C)3C- Figure 1 axial attack equatorial attack (H₂C)3C- (H3C) C. H "H 09 HⓇ 0- (H₂C)3C- (H₂C) C- 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.

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. (H₂C)3C- Figure 1 axial attack equatorial attack (H₂C)3C- (H3C) C. H "H 09 HⓇ 0- (H₂C)3C- (H₂C) C- 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.

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Draw the missing arrows in the mechanism in photo. see photo. thank you

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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