EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Chapter SRP, Problem 17P
Show how you would modify the synthesis given in the previous problem to synthesize the following drugs:
(a) Bromodiphenhydramine (an antihistamine), where
(b) Orphenadrine (an antispasmodic, used in controlling Parkinson’s disease), where
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Students have asked these similar questions
Question 5: Name the following compound in two ways
using side chain and using prefix amine (Common name
and IUPAC name both)
CH3NH2
CH3CH2NHCH3
CH₂CH₂N(CH3)2
Draw the structure of diethyl methyl amine
Question 6. Write the balanced combustion reaction
for:
a. Hexane
b. Propyne
c. 2-pentene
Question 7: Write the following electrophilic
substitution reactions of benzene:
Hint: Use notes if you get confused
a. Halogenation reaction:
b. Nitration reaction :
c. Sulphonation reaction:
d. Alkylation reaction:
e. Aceylation reaction:
Question 4. Name the following structures
○
CH3-C-N-H
H
CH3CH2-C-N-H
H
CH3CH2-C-N-CH3
H
A. Add Water to below compound which 2-methyl 2-butene (addition Reaction)
H₂C
CH₂
CH,
+ H₂O-> ?
Major product?
Minor product?
B. Add Bromine to the compound which 2-methyl 2-butene (addition Reaction)
CH₂
CH₂
+ Br₂→ ?
Major product and Minor product both are same in this?
C. Add Hydrogen Bromide to the compound which 2-methyl 2-butene (addition
Reaction)
H,C
CH₂
CH₂
+ HBr
Major product?
Minor product?
D. Add Hydrogen to the compound which 2-methyl 2-butene (addition Reaction)
CH₂
CH₂
+ H₂
Major product and Minor product both are same in this?
Chapter SRP Solutions
EBK ORGANIC CHEMISTRY
Ch. SRP - 1. Arrange the compounds of each of the following...Ch. SRP - 2. Arrange the compounds of each of the following...Ch. SRP - Predict the final product from each of the...Ch. SRP - Prob. 4PCh. SRP - Write detailed mechanisms for each of the...Ch. SRP - Prob. 6PCh. SRP - Prob. 7PCh. SRP - Prob. 8PCh. SRP - Prob. 9PCh. SRP - Give stereochemical structures for compounds AD:
Ch. SRP - Prob. 11PCh. SRP - The remaining steps in the industrial synthesis of...Ch. SRP - Prob. 13PCh. SRP - Prob. 14PCh. SRP - Prob. 15PCh. SRP - Prob. 16PCh. SRP - 17. Show how you would modify the synthesis given...Ch. SRP - Prob. 18PCh. SRP - Give structures for compounds AD. Compound D gives...Ch. SRP - The tranquilizing drug meprobamate (Equanil or...Ch. SRP - Prob. 21PCh. SRP - 22. Outlined here is the synthesis of a central...Ch. SRP - 23. What are compounds A and B? Compound B has a...Ch. SRP - Prob. 24PCh. SRP - 25. The Dow process for synthesizing phenol, which...Ch. SRP - Prob. 26PCh. SRP - Prob. 27PCh. SRP - 28. Compound Y shows prominent IR absorption...Ch. SRP - Prob. 29PCh. SRP - Consider this reaction involving peracetic acid:...Ch. SRP - 31. A compound (N) with the molecular formula...Ch. SRP - 32. Compound X is insoluble in aqueous sodium...Ch. SRP - Write the structures of the three products...Ch. SRP - Compound C (C9H11NO) gives a positive Tollens test...Ch. SRP - A compound X (C10H14O) dissolves in aqueous sodium...Ch. SRP - Compound Z (C5H10O) decolorizes bromine. The IR...Ch. SRP - 37. Compound W was isolated from a marine annelid...Ch. SRP - 38. Phenols generally are not changed on treatment...
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- 36) Complete the following multi-step reactions showing applications of enolate ions arising from ketones, esters, malonic ester, and keto ester, etc. (30 pts) (1) A NaOH, H₂O+ heat A NaOEt EtO OEt (11) EOH, H+ H. B LDA, H₂O+ -78°C B (i) NaOMe, Et-Br (ii) H₂O+, heat EtOOC (III) COOEt B A (i) NaOEt LiAlH 4-bromo-2-butene H₂O+ (ii) H3O+, heat Write the mechanism for Aldol Condensation (I A or B), and Claisen Condensation (II A).arrow_forward31) Complete two sets of reactions involving (R)-4-methyl-pent-2-ol producing racemic mixture of tertiary alcohols (D) and ketone derivative (C). Illustrate the mechanism of B and C or D. (25 pts) O OH 0 K2Cr2O7 Ph-CH2-Br, Mg, H2SO4 THF, H3O* (A) (D) Racemic mixture TsCl, Py (B) KCN, DMSO Ph-CH2-Br, Mg, THF, H3O+ (C) Mechanism for reactions B and C:arrow_forwardManoharan Mariappan, Ph.D., Dept. of Natur. Sci., NFC, Tallahassee, FL 33) Synthesize the aromatic compound containing para-substituted carbonyl compound starting from benzene. Illustrate the mechanism for reaction A. 1) NU (25 pts) A FeCl B (i) HNO3, H2SO4 (II) Sn, HCl(aq) NH₂ NO₂-D NH₂ (i) MeCO2Me, heat C (ii) K2Cr2O7/H2SO4 D (ii) SOCl2 (iii) 2 Et-NH2 Mechanism for reaction for the nitration of alkyl benzene (B-i): Characterize the product compound arising from the reaction D by IR and IH NMR spectral data: IR data (cm): 'H NMR data: Draw the structure and assign the chemical shift with the spin-splitting.arrow_forward
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