ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 12.4, Problem 13ATS
(a)
Interpretation Introduction
Interpretation:
The mechanism of the conversion of the
Concept introduction:
The conversion of the ketone to alcohol is a reduction process. It is a process in which the oxidation state of the atom decreases because of the addition of electrons.
(b)
Interpretation Introduction
Interpretation:
The preference of the attack of hydride ion is to be determined.
Concept introduction:
The hydride ion can either attack from the top face or bottom face of the ring. This is determined based on steric hindrance which determines the stability of the compound.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Q#6 Draw a stepwise mechanism for the following reactions.
a)
(b)
HO.
H2SO4
hex-5-en-1-ol
Draw compounds B and C from the following reaction scheme.
excess CH3I
Ag20, H20
heat
A
49. Identify structures A and B in the following reaction sequence.
1).0₂
2) DMS
NaOH
H₂O
B
C₁0H₁0
50. Provide a stepwise mechanism for the reaction A-----> B in question 49.
Chapter 12 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
Ch. 12.1 - Prob. 1LTSCh. 12.1 - Prob. 1PTSCh. 12.1 - Prob. 2ATSCh. 12.1 - Prob. 3CCCh. 12.2 - Prob. 4CCCh. 12.3 - Prob. 8CCCh. 12.3 - Prob. 9CCCh. 12.4 - Prob. 3LTSCh. 12.4 - Prob. 10PTSCh. 12.4 - Prob. 11ATS
Ch. 12.4 - Prob. 4LTSCh. 12.4 - Prob. 12PTSCh. 12.4 - Prob. 13ATSCh. 12.6 - Prob. 14CCCh. 12.6 - Prob. 5LTSCh. 12.6 - Prob. 15PTSCh. 12.6 - Prob. 16PTSCh. 12.7 - Prob. 18CCCh. 12.9 - Prob. 6LTSCh. 12.9 - Prob. 19PTSCh. 12.9 - Prob. 20ATSCh. 12.9 - Prob. 21CCCh. 12.10 - Prob. 7LTSCh. 12.10 - Prob. 22PTSCh. 12.10 - Prob. 23ATSCh. 12.13 - Prob. 8LTSCh. 12.13 - Prob. 24PTSCh. 12.13 - Prob. 25ATSCh. 12.13 - Prob. 26CCCh. 12.13 - Prob. 9LTSCh. 12.13 - Prob. 27PTSCh. 12.13 - Prob. 28ATSCh. 12 - Prob. 29PPCh. 12 - Prob. 30PPCh. 12 - Prob. 31PPCh. 12 - Prob. 32PPCh. 12 - Prob. 33PPCh. 12 - Prob. 34PPCh. 12 - Prob. 35PPCh. 12 - Prob. 36PPCh. 12 - Prob. 37PPCh. 12 - Prob. 38PPCh. 12 - Prob. 39PPCh. 12 - Prob. 40PPCh. 12 - Prob. 41PPCh. 12 - Prob. 42PPCh. 12 - Prob. 43PPCh. 12 - Prob. 44PPCh. 12 - Prob. 45PPCh. 12 - Prob. 46PPCh. 12 - Prob. 47PPCh. 12 - Prob. 48PPCh. 12 - Prob. 49PPCh. 12 - Prob. 50PPCh. 12 - Prob. 51PPCh. 12 - Prob. 52PPCh. 12 - Prob. 53ASPCh. 12 - Prob. 54ASPCh. 12 - Prob. 55ASPCh. 12 - Prob. 62IPCh. 12 - Prob. 64IPCh. 12 - Prob. 65IPCh. 12 - Prob. 66IPCh. 12 - Prob. 67IPCh. 12 - Prob. 68IPCh. 12 - Prob. 69IPCh. 12 - Prob. 74IP
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
- lejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found off le Island in Okinawa. (a) Label each double bond in iejimalide B as E or Z. (b) Label each tetrahedral stereogenic center as R or S. (c) How many stereoisomers are possible for iejimalide B? CH;0 CHO OCH, HO, iejimalide Barrow_forwardA key step in the synthesis of β-vetivone, a major constituent of vetiver, a perennial grass found in tropical and subtropical regions of the world, involved the reaction of compound A and dihalide B with two equivalents of LDA to form C. Draw a stepwise mechanism for this reaction. β-Vetivone contains a spiro ring system—that is, two rings that share a single carbon atom.arrow_forwardTreatment of ethyl acetoacetate with NaOEt (2 equiv) and BrCH2CH2Br forms compound X. This reaction is the rst step in the synthesis of illudin-S, an antitumor substance isolated from the jack-o’-lantern, a poisonous, saffron-colored mushroom. What is the structure of X?arrow_forward
- 3. Draw a stepwise mechanism for the following reaction. 1) NaH 2₂.8.30-50 2) H₂Oarrow_forwardIejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found off Ie Island in Okinawa. (a) Label each double bond in iejimalide B as E or Z. (b) Label each tetrahedral stereogenic center as R or S. (c) How many stereoisomers are possible for iejimalide B?arrow_forwardDraw the product of the following reaction. .CO2CH2CH3 1. 2 eq. CH3CH,MgBr 2. Hао • Draw only the product derived from the acyl portion of the carboxylic acid or acid derivative. • You do not have to consider stereochemistry.arrow_forward
- 4) Provide a mechanism that explains the formation of B and C when compound A is treated with NAOME. (Note: Compound C is not formed directly from A). 1) NaOMe, MeOH 2) H,O* A 2.arrow_forwardNicotinic acid, more commonly named niacin, is one of the B vitamins. Show how nicotinic acid can be converted to (a) ethyl nicotinate and then to (b) nicotinamide.arrow_forwardProvide a curved arrow mechanism for the SN1 reaction below: CI CH3 H,C NACNarrow_forward
- 30) Draw the arrow-pushing mechanism of the following reaction: CI H2O ..arrow_forwardProvide a plausible arrow pushing mechanism for the reaction below. 1 eq. H20 HO MEOH OMe cat. H-A OHarrow_forwardWhen A is treated with aqueous −OH, the major product is compound B, which undergoes ester hydrolysis and decarboxylation to form C. Draw a stepwise mechanism for the conversion of A to B.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning