Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 27.SE, Problem 13VC
Identify the following fatty acid, and tell whether it is more likely to be found in peanut oil or in red meat:
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a) Give the chemical structure for each of the following compound:
(i) 4-hydroxybenzoic acid (ii) 2-hexene
(iii) chlorocyclohexane
(iv) 2,5-dichloroheptane
b) Prostaglandin are a group of C20 lipids and can be found in small amounts in all
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(1) Put an asterisk on all the chiral carbon(s) present in the chemical structure of
prostaglandin E.
(II) Do you expect prostaglandin to be acidic or basic?
(III) Circle the functional group that is responsible for the acidity / basicity.
ali se odno
HO
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HO
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Draw the line-bond formula of an ester in jojoba wax formed from arachidic acid, a 20-carbon saturated fatty acid, and 1-docosanol, CH3(CH2)21OHCH3(CH2)21OH.
Chapter 27 Solutions
Organic Chemistry
Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3PCh. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5PCh. 27.5 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an A–B cis steroid found in...Ch. 27.7 - Prob. 10P
Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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- 22:22 Tue 11 Jan * 84% Done Assignment 3 (3 of 9) 1. Identify the functional groups in the following molecules: (a) (b) (c) H. H С—ОН С-ОН Н-С—ОН C=C H H HO-C-H C-CH3 Н-С—ОН Acrylic acid (2 functional groups) H-C-OH Aspirin (3 functional groups) CH2OH Glucose (6 functional groups) 2. Identify the carbon atoms in the following molecules as primary, secondary tertiary, or quaternary: (a) CH3 (b) CH3CHCH3 (c) CH3 CH3 CH3CHCH2CH2CH3 CH3CH2CHCH2CH3 CH3CHCH,CCH3 ČH3 3. Give IUPAC names for the following alkanes: (a) CH3 (b) CH3 CH3CHCH2CH2CH3 CH3CH2ĊCH3 ČH3 (c) H3C CH3 (d) CH2CH3 CH3 CH3CHCCH2CH2CH3 CH3CH2CHCH2CH2CHCH3 CH3 (e) CH3 CH2CH3 (f) H3C CH3 CH3CH2CH2CHCH2CCH3 CH3C-CCH2CH2CH3 CH3 H3C CH3 4. Draw structures for the following substances: (a) 2-Methylheptane (c) 4-Ethyl-3,4-dimethyloctane (e) 1,1-Dimethylcyclopentane (b) 4-Ethyl-2-methylhexane (d) 2,4,4-Trimethylheptane (f) 4-Isopropyl-3-methylheptanearrow_forwardCycloserine is an antibiotic isolated from the microbe Streptomyces orchidaceous. It is used in conjunction with other drugs for the treatment of tuberculosis: S H-N NH₂ What is the molecular formula of this compound? Enter your answer in form of CxHyN₂Ow.arrow_forward15.15 Draw the structure or give the name of each compound: (a) 2,3-dimethyloctane (b) 1-ethyl-3-methylcyclohexane CH3 (с) CH;—СН,——сH—CH—СH (d) CH3 ČH2-CH3 15.16 Draw the structure or give the name of each compound: (a) (b) НаС. CH3 CH3 (c) 1,2-diethylcyclopentane (d) 2,4,5-trimethylnonanearrow_forward
- Compare the similarities and differences between their structural formulasarrow_forwardEleostearic acid, C18H30O2, is a rare fatty acid found in the tung oil used for finishing furniture. On ozonolysis followed by treatment with zinc, eleostearic acid furnishes one part pentanal, two parts glyoxal (OHC-CHO), and one part 9-oxononanoic acid [OHC(CH2)7CO2H]. What is the structure of eleostearic acid?arrow_forwardWhich of the fatty acids shown below is an octadecanoic acid?arrow_forward
- (a) Draw a skeletal structure of the anabolic steroid 4-androstene-3,17-dione, also called "andro," from the following description. Andro contains the tetracyclic steroid skeieton with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13. (b) Add wedges and dashes for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.arrow_forward35 Q1: 3. Discuss carbenes, in particular preparation of both singlet and triplet carbine and stereoselectivity in their reaction with cis-but-2-ene cis-but-2-ene إجابتكarrow_forward5. (a) F H₂CH₂C (b) H ) Draw the three-dimensional structures for the following compounds. H CH3 & H3C NH₂ Br OH H CH3 Brarrow_forward
- (a) What is the K(b) of the benzoate ion, C₆H₅COO?(b) What is the Kₐ of the 2-hydroxyethylammonium ion,HOCH₂CH₂NH₃⁺(pK(b) of HOCH₂CH₂NH₂=4.49)?arrow_forwardDraw the structural formulas of the following compounds:(a) 2,3-Dimethylpentanal(b) 1,3-Dibromopropanone(c) 4-hydroxy-4-methylhexan-2-onearrow_forward(b) For the following reactions, draw structures (including any stereoisomers) for the products A-C. 1. LIAIH4 2. H30arrow_forward
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