entify why nonyl mandelate is more potent than both octyl mandelate or decyl mandelate. Select all that apply. O Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore less effective at penetrating cell membranes. Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is more water-soluble. Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore more effective at penetrating cell membranes. O Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is less water-soluble.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.63P
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Mandelate esters exhibit spasmolytic activity (they act as muscle relaxants). The nature of the alkyl group (R) greatly affects potency.
Research indicates that the optimal potency is achieved when R is a nine-carbon chain (a nonyl group).
OH
r
O
D-R
Mandelate esters
(R = alkyl chain)
Identify why nonyl mandelate is more potent than both octyl mandelate or decyl mandelate. Select all that apply.
O Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore less effective at penetrating cell membranes.
Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is more water-soluble.
O Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore more effective at penetrating cell
membranes.
O Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is less water-soluble.
Transcribed Image Text:Mandelate esters exhibit spasmolytic activity (they act as muscle relaxants). The nature of the alkyl group (R) greatly affects potency. Research indicates that the optimal potency is achieved when R is a nine-carbon chain (a nonyl group). OH r O D-R Mandelate esters (R = alkyl chain) Identify why nonyl mandelate is more potent than both octyl mandelate or decyl mandelate. Select all that apply. O Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore less effective at penetrating cell membranes. Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is more water-soluble. O Nonyl mandelate has a longer alkyl chain than octyl mandelate and is therefore more effective at penetrating cell membranes. O Nonyl mandelate has a shorter alkyl chain than decyl mandelate, therefore it is less water-soluble.
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