Introductory Chemistry For Today
8th Edition
ISBN: 9781285644561
Author: Seager
Publisher: Cengage
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Draw the structures for each of the intermediates in the boxes provided for the synthesis below.
OCH3
Fe HO
HNO
(CHOO
pynding
H₂504
LHNO2
NACH-I
Fa
H₂O
HCL
HNO
180
Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of each of the
following reactions or sequences of reactions. Show all relevant stereochemistry [three only]
A.
o
11
(CH3)CH — C— C
ether
(CH3)2CH-C-O-C-CH3
B.
CH3
CHy
CI
Staf
OH
C.
HC
OCHS
+
H₂O
Consider the reaction sequence below to answer the following questions:
EtO
Compound X
1. NaOEt, EtOH
OEt
Br
CO₂Et
NaOEt, EtOH
Compound Z
CO₂Et
Compound Y
A. Compound X, diethyl propanedioate, is more commonly known as
a. ethyl acetoacetate
b.
acetoacetic ester
C.
oxalic ester
d. malonic ester
3. Write the complete stepwise mechanism for the conversion of Compound X into Compound Y. Show
all electron flow with arrows and draw all intermediate structures.
Knowledge Booster
Similar questions
- Classify each of the following nitrogen atoms in the following compounds as primary, secondary, tertiary, or quaternary [three only] CH3 HO-CHCHNHCH3 A. B. C. H&C CH3 D. HO phedrine CH2CHCH3 amphetamine NH₂ mepiquat chloride faxofenadine OH H&C CH CO₂Harrow_forwardDraw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. A. B. CHICHCH₂OH CH3CHCH2CH CH3 CH3 C. CH 30 H3C-C-C-H CH3 questionsarrow_forward. A.Propose a synthesis for propylbenzene which avoids the problems of direct Friedel-Crafts alkylation. B. Consider the reaction below to answer the following questions. A B C NO2 Febr Brz D The Lewis acid catalyst in the reaction is: a. The nucleophile in the reaction is: b. C. d. This reaction proceeds Draw the structure of product D. (faster or slower) than benzene.arrow_forward
- Consider the reaction below to answer the following questions. HOCH CHOH На A B C D H₂Oarrow_forwardConsider the structures below to answer the following questions. A. Indicate the most acidic hydrogens in each of the molecules. OH CH-H CH₂C-H H&C མིངྒཱའི B. Rank the molecules above in order of increasing acidity (least acidic to most acidic). a. III, II, I b. II, III, I C. I, II, III d. II, I, IIIarrow_forwardConsider the reaction below to answer the following questions. H H+ A B CH₂OH 5% NaOCH, CH₂OH A. Which carbonyl compound functions as the electrophile in this reaction? B. Draw the structure of the enolate ion that is generated during the course of this reaction. C. This reaction is an example of: a. a mixed Claisen condensation. b. C. d. a Dieckman condensation. a Michael reaction. a mixed aldol reaction.arrow_forward
- Give the major organic product(s) of each of the following reactions or sequences of reactions. Show all relevant stereochemistry. [two only] CH3O (11 HC-C-C-CH3 A. CH3 12. NaOHarrow_forwardDiethyl malonate can be prepared by the following reaction sequence. Draw the structures of each of the missing intermediates in the boxes provided. 17 1. Br PBr H&C OH 2 H₂O CH3CH₂OH На NaCN H₂SO4 NC. CH CH₂OH на H₂O, heat CH₂ OCHCH3 ཝསི། ཡིཀྑཱམུདྡྷནྟ CH₂ OEtarrow_forwardThe reaction of a carboxylic acid with an alcohol in the presence of acid is termed Fischer esterification. OH + CH₂OH На B C A. The nucleophile in this reaction is B. Compound C functions as a. a base scavenger b. a solvent C. a catalyst d. a neutralizer C. Fischer esterification is an example of: . a. nucleophilic acyl addition b. nucleophilic acyl substitution c. nucleophilic acyl elimination d. nucleophilic acyl rearrangement in this reaction.arrow_forwardA highly useful and general method for the synthesis of alcohols is the addition of Grignard reagents to carbonyl compounds. Show what Grignard reagent and what carbonyl compound you would start with to prepare each alcohol below. List all possibilities. OH C-CH2CH3 CH3arrow_forwardRank the following groups of compounds from most acidic (1) to least acidic (4). Place the number corresponding to the compound's relative rank in the blank below the structure. NO2 a. b. NO2 NO2 CH,CH,CH,CH,OH. CHCHCH-CHOH. CH-CH-CH,CH;OH CH-CHCH-CH-OH OH OH CH₂OH COH ဒီ ပုံ ပုံ H&C CN CN ĆNarrow_forwardGiven the major organic product(s) of each of the following reactions. If none is predicted, write "N.R." answer] a. CHỊCH, CHẤT AIC13 H b. 0 Cl₂ HC- NHOCH3 FeCl3arrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
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