20.35 Propose structural formulas for compounds A and B and specify the configuration ofcompound B.EtO₂C250°CC14H2004CO₂Et1. Oso, then NaHSO32. HIO4C14H2006AB

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Answered: 20.35 Propose structural formulas for…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter3: Organic Compounds: Alkanes And Their Stereochemistry

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Problem 50AP: Formaldehyde, H2C=O, is known to all biologists because of its usefulness as a tissue preservative....

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4. Two compounds A and B isolated from plants have the following chemical data. Determine the their structures from the data provided (and give the structures of their derivative C) A H2 C 1. Оз C15H28 А, С15Н24 C15H24 Pd/C H 2. NaHSO3 В H2 C H. C15H24 Pd/C C15H28 A HBr Br 1. Оз В, С15Н24 C15H24 2. NaHSO3 В Br HBr C15H24
DHA is a fatty acid derived from sh oil and an abundant fatty acid in vertebrate brains. Hydrogenation of DHA forms docosanoic acid [CH3(CH2)20CO2H] and ozonolysis forms CH3CH2CHO, CH2(CHO)2 (ve equivalents), and HCOCH2CH2CO2H. What is the structure of DHA if all double bonds have the Z conguration?
answer 32
3. An optically active compound A has the molecular formula C6H140. This compound reacts with Na2Cr207 in sulfuric acid to form a new optically active compound B, with the molecular formula C,H12O. Suggest structures for A and B.
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-methylheptane
Four isomers A-D with the formula C5H12O exhibit different reactivity patterns as indicated below. Isomer A reacts with PCC and CrO3 to provide identical products. Isomer B reacts with PCC and CrO3 to provide different products. Isomers C and D do not react with either PCC or CrO3. Isomers A, B, and C readily react with NaH but D does not show any reactivity with NaH. The 1H NMR splitting patterns for these isomers are as follows. Isomer A: δ 0.91 (d, 3H), 0.90 (d, 3H), 1.18 (d, 3H), 1.92 (dqq, 1H), 3.38 (dq, 1H), 3.58 (bs, 1H). Isomer B: δ 1.25 (s, 9H), 3.45 (s, 2H), 3.65 (bs, 1H). Isomer C: δ 0.90 (t, 3H), 1.44 (q, 2H), 1.24 (s, 6H), 3.65 (bs, 1H). Isomer D: δ 1.10 (t, 3H), 1.13 (d, 6H), 3.19 (septet, 1H), 3.50 (q, 2H). Based on all of this information, provide the structures of A-D. (Note: If there is a chiral center on any of these molecules, assume the stereochemistry as “R”. dqq=doublet of a quartet of a quartet, bs=broad singlet)
Use the following spectroscopic data to work out the structure of an organic compound: Molecular formula: C3H7NO2, IR (cm): 3001, 2987, 1553 and 1387 cm*1; 1H NMR (5): 1.0 (t, 3H), 2.1 (m, 2H), and 4.4 (t, 2H); 13C NMR (5): 10, 21, and 78. MS: 89 (M+), 43 (Base peak), 41, and 29
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20.35 Propose structural formulas for compounds A and B and specify the configuration of compound B. EtO₂C 250°C C14H2004 CO₂Et 1. Oso, then NaHSO3 2. HIO4 C14H2006 A B