LL ORG CHEM
6th Edition
ISBN: 9781264840083
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 29, Problem 44P
Interpretation Introduction
Interpretation: The mechanism for the given reaction is to be drawn.
Concept introduction: In biological reactions, allylic carbocations are the intermediates that are required for the formation of Farnesyl diphosphate.
The general steps involved in the biological formation of Farnesyl diphosphate are stated below.
➢ The first step is the generation of allylic carbocation by the loss of the diphosphate group.
➢ The second step is the nucleophilic attack of isopentyl diphosphate to form new bond.
➢ The third step is the deprotonation to give final product.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
22:18
<
29. Draw the structure of the product that is formed (2)-3-methylpent-2-ene is treated with
the following reagents:
1) Hg(OAc)2,
H₂O; 2) NaBH, HO™
the reaction in the previous questio
(a) What is the major alkene formed when A is dehydrated with HS2O4? (b) What is the major alkene formed when A is treated with POCl3 and pyridine? Explain why the major product is different in these reactions.
For alkenes A, B, C, and D:
(a) Rank A—D in order of increasing heat ofhydrogenation;
(b) rank A—D in order of increasing rate of reaction withH2, Pd-C;
(c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.
Chapter 29 Solutions
LL ORG CHEM
Ch. 29.2 - Problem 31.1
One component of jojoba oil is a wax...Ch. 29.3 - Problem 31.2
How would you expect the melting...Ch. 29.3 - Problem 31.3
Draw the products formed when...Ch. 29.3 - Problem 31.4
The main fatty acid component of the...Ch. 29.3 - Prob. 5PCh. 29.7 - Problem 31.10
Locate the isoprene units in each...Ch. 29.7 - Problem 31.11
Locate the isoprene units in...Ch. 29.7 - Problem 31.12
Write a stepwise mechanism for the...Ch. 29.7 - Prob. 14PCh. 29.8 - Prob. 15P
Ch. 29.8 - Prob. 16PCh. 29.8 - Prob. 17PCh. 29 - 31.17 Locate the isoprene units in each...Ch. 29 - Prob. 25PCh. 29 - Locate the isoprene units in each compound. a. e....Ch. 29 - 31.27 Classify each terpene and terpenoid in...Ch. 29 - Prob. 33PCh. 29 - Draw three-dimensional structures f or each...Ch. 29 - Prob. 37PCh. 29 - Prob. 38PCh. 29 - Prob. 39PCh. 29 - Prob. 40PCh. 29 - 31.38 Draw the products formed when cholesterol is...Ch. 29 - 31.39 Draw a stepwise mechanism for the following...Ch. 29 - 31.40 Draw a stepwise mechanism for the following...Ch. 29 - Prob. 44P
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- (a) What is the major alkene formed when A is dehydrated with H2SO4? (b) What is the major alkene formed when A is treated with POCl3 and pyridine? Explain why the major product is different in these reactions.arrow_forwardDienynes undergo metathesis to afford fused bicyclic ring systems. (a) Explain how A is converted to B. (b) Keeping this reaction in mind, draw the two products formed by dienyne metathesis of C.arrow_forward(a) Label the carbon–carbon double bond in A as E or Z. (b) Draw the products (including stereoisomers) formed when A is treated with H2O in the presence of H2SO4.arrow_forward
- Hydrogenation of alkene A with D2 in the presence of Pd-C affords asingle product B. Keeping this result in mind, what compound is formedwhen A is treated with each reagent: (a) mCPBA; (b) Br2, H2O followedby base? Explain these results.arrow_forwardDraw a stepwise mechanism for the biological conversion of linalyl diphosphate to limonene.arrow_forward30) Draw the arrow-pushing mechanism of the following reaction: CI H2O ..arrow_forward
- Identify A, B, C, and D in the preceding problem if D is oxidized to an optically inactive aldaric acid; if A, B, and C are oxidized to optically active aldaric acids; and if interchanging the aldehyde and alcohol groups of A leads to a different sugar.arrow_forwardQuestion 5.35arrow_forwardPenicillin is well-known anti-bacterial agent discovered by Alexander Fleming. A O. N- H. В Which box contains a carbocyclic unsaturation? IZarrow_forward
- Draw the structure of the two products of molecular formula C15H26O2 formed when M is treated with Grubbs catalyst under high-dilution conditions.arrow_forwardWhich of the following could be used as a solvent in the deprotonation reaction of terminal alkynes? A CH;OH (I) B CH;COOH (I) NH3 (1) D) H20 ()arrow_forwardAspartame, the sweetener used in the commercial products NutraSweet and Equal, is 200 times sweeter than sucrose. What products will be obtained ifaspartame is hydrolyzed completely in an aqueous solution of HCl?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning