2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and manyother naturally occuring compounds are built from compound A. Spectroscopic analysisof A yields the following information:IR: 3400 cm-'; 1640 cım-IH NMR: 1.63 & (3 H, singlet); 1.70 ô (3 H, singlet); 3.83 6 (1 H, broad singlet);4.15 8 (2 H, doublet, j = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz)(a) How many double bonds and/or rings does A have?(b) From the IR spectrum, what is the identity of the oxygen-containing functional group?(c) What kinds of protons are responsible for the NMR absorptions listed ?(d) Propose a structure for A.

Unsaturated compounds are those which contain double bond, triple bond or a ring. Degree of…

2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and many other naturally occumring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-'; 1640 cın-" IH NMR: 1.63 & (3 H, singlet); 1.70 8 (3 H, singlet); 3.83 ô (1 H, broad singlet); 4.15 6 (2 H, doublet, = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz) (a) How many double bonds and/or rings does A have? (b) From the IR spectrum, what is the identity of the oxygen-containing functional group? (c) What kinds of protons are responsible for the NMR absorptions listed ? (d) Propose a structure for A.

2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and many other naturally occumring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-'; 1640 cın-" IH NMR: 1.63 & (3 H, singlet); 1.70 8 (3 H, singlet); 3.83 ô (1 H, broad singlet); 4.15 6 (2 H, doublet, = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz) (a) How many double bonds and/or rings does A have? (b) From the IR spectrum, what is the identity of the oxygen-containing functional group? (c) What kinds of protons are responsible for the NMR absorptions listed ? (d) Propose a structure for A.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter3: Organic Compounds: Alkanes And Their Stereochemistry

Section3.SE: Something Extra

Problem 53AP

See similar textbooks

Similar questions

d-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compoundsby reacting with them in the liver to form glucuronides. Glucuronides are water soluble and therefore readily excreted. Afteringestion of a poison such as turpentine or phenol, the glucuronides of these compounds are found in the urine. Draw thestructure of the a- and b-glucuronides formed by the reaction of b-d-glucuronic acid and phenol.
Match each of the following pk, values (3.2, 4.9, and 0.2) to the appropriate carboxylic acid: (a) CH;CH,COOH; (b) CF3COOH; (c) ICH;COOH.
As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich WĂ¶hler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone. (a) What is a likely structure for the keto acid? (b) What is a likely structure for ecgonine, neglecting stereochemistry? (c) What is a likely structure for cocaine, neglecting stereochemistry?
Reaction of acetic acid, CH3CO2H, with isotopically labeled CH318OH and catalytic sulfuric acid gives: 180 A) CH;COCH; + H2O CH;C "OCH; + H,0 180 II C) CH;COCH3 + H¿®O D) equal amounts of A and B
4G 4G 1:54 PM 43 ... H2NCH,CH,CHNH2 CH3 3. Draw structures corresponding to the following IUPAC names: (a) Triethylamine (b) N-Methylaniline (c) Tetraethylammonium bromide (e) N-Ethyl-N-methylcyclopentylamin (d) p-Bromoaniline
CH,OCH,CI SnCl, CH,CI The chloromethylated polystyrene resin used for Merrifield solid-phase peptide synthesis is prepared by treatment of polystyrene with chloromethylmethyl ether and a Lewis acid catalyst. The reaction involves the following steps: 1. Reaction of the ether with the Lewis acid to form cation 1; 2. Electrophilic aromatic substitution to form resonance stzbilized cation 2: 3. Deprotonation yields aromatic ether 3: 4. Protonation to žorm protonated ether 4; 5. Displacement by chloride ion to form the final product Write out the mechanism on a separate sheet of paper and then draw the structure of the resonance contributors of the resonance stabilized cation 2. • Use Rl groups to indicate the points where the polymer repeats. The R group tool is located in the charges and lone pairs drop-down menu. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the…
4G 4G ill iill 1:54 PM 43 ... H2NCH;CH,CHNH2 CH3 3. Draw structures corresponding to the following IUPAC names: (a) Triethylamine (b) N-Methylaniline (c) Tetraethylammonium bromide (e) N-Ethyl-N-methylcyclopentylamin (d) p-Bromoaniline
4G. 4G ill ll 7:41 PM 27 3. Give IUPAC names for the following acyl derivatives: fa) CH3 (b) (c) CH;CHCH,CH;CCI CH;ČNH2 CH3CHČOCHCH3 CH3 CH3 (e) OCHCH3 CH3 Draw structures corresnonding to the following names:
m.ecollege.com/course.html?courseld=D16862399&0penVellumHMAC=7d0f651d8f1a3f6508f622c.. ntify the following compounds as primary, secondary, or tertiary amines. ag the appropriate items to their respective bins. Reset Help CH3 CH;-C-NH, CH3 CH3 CH3(CH2 )½CH2NH,| CH3CH2CH,NHCH(CH3)2 H. CH, Primary amines Secondary amines Tertiary amines Submit Request Answer P Pearson COpyright 2021 Pearson Education Inc. All rights reserved. I Terms of Use | Pvacy Pol cy I Permssions / Ca
Cholic acid, a major constituent of bile, has the structure shown.(a) Draw the structure of cholic acid, showing the rings in their chairconformations, and label each methyl group and hydroxy group asaxial or equatorial. (Making a model may be helpful.)(b) Cholic acid is secreted in bile as an amide linked to the aminogroup of glycine. This cholic acid–amino acid combination acts asan emulsifying agent to disperse lipids in the intestines for easierdigestion. Draw the structure of the cholic acid–glycine combination,and explain why it is a good emulsifying agent.
A chiral amine A having the R conguration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?
Draw the structure of each of the following molecules. (a) 5-phenylpentanamide; (b) (2S,3S)-2,3-dimethoxyhexanediamide; (c) N-phenylcyclobutanecarboxamide