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Replacing alkyne A with each of the following alkynes results in a significantly slower reaction. Identify the reasons for this decrease in rate for each alkyne D-F. Select all that apply.

Replacing alkyne A with each of the following alkynes results in a significantly slower reaction. Identify the reasons for this decrease in rate for each alkyne D-F. Select all that apply.

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
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Replacing a kin, a word each of the following our kids results in a significantly lower reaction. Identify the reasons for this decrease in rate for each alkene D – F. Select all that apply. 
H Replacing alkyne A with each of the following alkynes results in a significantly slower reaction. Identify the reasons for this decrease in rate for each alkyne D-F. Select all that apply. D Unreactive HỌỌC E 375X Slower than A There is a lower activation energy associated with distorting an unstrained alkyne (180°) to an alkene (120°), compared to the analogous conversion of a strained alkyne (<180°) to an alkene (120°). O 5. O The multiple sp2 hybridized atoms in the ring of alkyne A increase the strain on the alkyne, thus increasing the reaction rate. O Alkyne F is less reactive because one of the methyl groups sterically hinders the approach of the benzyl azide. PrtScn F 1000X Slower than A The compound A has significant angle strain. We can infer that this strain plays an important role in the click reaction, because alkyne D is unreactive under these conditions. Home O E End hulu F10 PgUp 11:35 PM 7/12/2023 PgDn
Transcribed Image Text:H Replacing alkyne A with each of the following alkynes results in a significantly slower reaction. Identify the reasons for this decrease in rate for each alkyne D-F. Select all that apply. D Unreactive HỌỌC E 375X Slower than A There is a lower activation energy associated with distorting an unstrained alkyne (180°) to an alkene (120°), compared to the analogous conversion of a strained alkyne (<180°) to an alkene (120°). O 5. O The multiple sp2 hybridized atoms in the ring of alkyne A increase the strain on the alkyne, thus increasing the reaction rate. O Alkyne F is less reactive because one of the methyl groups sterically hinders the approach of the benzyl azide. PrtScn F 1000X Slower than A The compound A has significant angle strain. We can infer that this strain plays an important role in the click reaction, because alkyne D is unreactive under these conditions. Home O E End hulu F10 PgUp 11:35 PM 7/12/2023 PgDn
D Unreactive O There is a lower activation energy associated with distorting an unstrained alkyne (180°) to an alkene (120°), compared to the analogous conversion of a strained alkyne (<180°) to an alkene (120°). E 375X Slower than A O The multiple sp2 hybridized atoms in the ring of alkyne A increase the strain on the alkyne, thus increasing the reaction rate. O Alkyne F is less reactive because one of the methyl groups stericall hinders the approach of the benzyl azide. F 1000X Slower than A O The compound A has significant angle strain. We can infer that this strain plays an important role in the Elick reaction, because alkyne D is unreactive under these conditions. O Alkyne E is more reactive because the non-alkyne atoms in the ring are all sp3 hybridized. Save for Later A This angle strain decreases the energy of the starting alkyne, thus decreasing the activation energy of the reaction. PrtScn Home Attempts: 0 of 4 used E End hulu F10 PgUp Submit Answer 11:35 PM 7/12/2023 PgDn
Transcribed Image Text:D Unreactive O There is a lower activation energy associated with distorting an unstrained alkyne (180°) to an alkene (120°), compared to the analogous conversion of a strained alkyne (<180°) to an alkene (120°). E 375X Slower than A O The multiple sp2 hybridized atoms in the ring of alkyne A increase the strain on the alkyne, thus increasing the reaction rate. O Alkyne F is less reactive because one of the methyl groups stericall hinders the approach of the benzyl azide. F 1000X Slower than A O The compound A has significant angle strain. We can infer that this strain plays an important role in the Elick reaction, because alkyne D is unreactive under these conditions. O Alkyne E is more reactive because the non-alkyne atoms in the ring are all sp3 hybridized. Save for Later A This angle strain decreases the energy of the starting alkyne, thus decreasing the activation energy of the reaction. PrtScn Home Attempts: 0 of 4 used E End hulu F10 PgUp Submit Answer 11:35 PM 7/12/2023 PgDn
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