4. a) Draw the perspective (dashes and wedges) structure of an androstane analog comprised of acarbonyl group at C-3, a carboxylic acid group at C-17 and a double bond between C-5 and C-6; whatkind of...
4.
a) Draw the perspective (dashes and wedges) structure of an
androstane analog comprised of acarbonyl group at C-3, a carboxylic
acid group at C-17 and a double bond between C-5 and C-6; whatkind
of lipid is this?
b) Draw the perspective structure of the products of its reaction
with 1) bromine followed by 2) water;assign R and S to all chiral
centers. (Also consider whether these reagents react with the
carbonyl and and/or the carboxylic acid group/s; can an HVZ
reaction take place here?)
c) Draw the most stable chair conformation of each of the
product(s)
Homework Answers
a) linoleic acid 
b) reaction of linoleic with
bromine
c)
Add Answer to:
4. a) Draw the perspective (dashes and wedges) structure of an androstane analog comprised of acarbonyl group at C-3, a carboxylic acid group at C-17 and a double bond between C-5 and C-6; whatkind of...
6. (a) Draw the structure of (18,25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper...
6. (a) Draw the structure of (18,25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Draw both chair conformations for this structure. (0.4 pts) OG (c) Draw a box around the most stable chair conformation. (0.2 pts)
5. (a) Draw the structure of (1 S,2S,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the...
5. (a) Draw the structure of (1 S,2S,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) io noto gos owenA.msxo bnoooe orlt lo veb odt no oub al toomngla batgoo ( 0)emmyalo onelo a of bup (b) Draw both chair conformations for this structure. (0.4 pts) (c) Draw a box around the most stable chair conformation. (0.2 pts)
5. (a) Draw the structure of (15.25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper...
5. (a) Draw the structure of (15.25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Draw both chair conformations for this structure (0.4 pts) (c) Draw a box around the most stable chair conformation (0.2 pts) 6. Compounds A, B, and C are stereoisomers of 1,3-dimethylcyclopentane. Characterize the following solutions as optically active or optically inactive: (1) an equal mixture of B and C and (2) an equal mixture of A...
8. (a) Draw the structure of (4R,5R)-4-ethyl-5-fluoro-2-methyl heptane. Use solid and dashed wedges to show the...
8. (a) Draw the structure of (4R,5R)-4-ethyl-5-fluoro-2-methyl heptane. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Now draw a Newman projection for the most stable conformation of the C(4)-C(5) bond. (0.4 pts) H (c) Draw a diastereomer of (4R,5R)-4-ethyl-5-fluoro-2-methyl heptane (0.2 pts)
(a) Draw the structure of (4R,5R)-4-ethyl-5-luoro-2-methytheptane. Use solid and dashed wedges to show the proper configurations...
(a) Draw the structure of (4R,5R)-4-ethyl-5-luoro-2-methytheptane. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) . (b) Now draw a Newman projection for the most stable conformation of the C(4)-C(5) bond. (0.4 pts) (c) Draw a diastereomer of (4R,5R)-4-ethyl-5-fluoro-2-methylheptane (0.2 pts) The specific rotation [a] of pure quinine is-165. A solution containing 9. both quinine and its enantiomer has a specific rotation of -63 Calculate the percentage of quinine present in the mixture?...
1.) 2-amino-3-hydroxybutanoic acid 2.) 2,3-dinitrobutane A. Draw the skeletal structure (line-bond) for the following compounds. B....
1.) 2-amino-3-hydroxybutanoic acid
2.) 2,3-dinitrobutane
A. Draw the skeletal structure (line-bond) for the following compounds. B. Convert the structures to the Most Stable and the Least Stable Newmann projections around (looking down) C2-C3 bond. (The numbering is based on the nomenclature locator numbers) C. On your skeletal structures, label the stereogenic centers (chiral carbons) if there are any. D. Draw all the possible stereoisomers for the compounds. Indicate which are enantiomer pairs. which are diastereomers to each other, and if...
1) 2-amino-3-hydroxybutanoic acid 2) 2,3-dinitrobutane A. Draw the skeletal structure (line-bond) for the following compounds. B....
1) 2-amino-3-hydroxybutanoic acid
2) 2,3-dinitrobutane
A. Draw the skeletal structure (line-bond) for the following compounds. B. Convert the structures to the Most Stable and the Least Stable Newmann projections around (looking down) C2-C3 bond. (The numbering is based on the nomenclature locator numbers) C. On your skeletal structures, label the stereogenic centers (chiral carbons) if there are any. D. Draw all the possible stereoisomers for the compounds. Indicate which are enantiomer pairs. which are diastereomers to each other, and if...
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining...
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining functional group of a carboxylic acid? a) an-H attached to a carbonyl group b) an-H attached to a carbon-carbon triple bond c) an-OH attached to a carbonyl group d) an -OH group attached to a O-C double bond e) an-OH group attached to an aromatic ring To convert a carboxylic acid to an aldehyde a) convert the acid to an acid chloride, then use...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
18. Which of the following compound(s) would undergo mutarotation in aqueous solution? 19. Draw the chair...
18.
Which of the following compound(s) would undergo mutarotation in
aqueous solution?
19. Draw the chair conformation of a-D-galactopyranose.
20. Which of the following compound(s) is a glycoside?
21. Provide the reagents neccesary to carry out the following
conversion.
22. Predict the product(s) for the following reaction.
23. D-glucose & D-galactose are ______epimers of each
other.
24. Predict the product(s) for the following reaction.
25. Which of the following compound(s) would produce D-glucose
and D-mannose when treated with HCN followed...
6. (a) Draw the structure of (18,25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Draw both chair conformations for this structure. (0.4 pts) OG (c) Draw a box around the most stable chair conformation. (0.2 pts)
5. (a) Draw the structure of (1 S,2S,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) io noto gos owenA.msxo bnoooe orlt lo veb odt no oub al toomngla batgoo ( 0)emmyalo onelo a of bup (b) Draw both chair conformations for this structure. (0.4 pts) (c) Draw a box around the most stable chair conformation. (0.2 pts)
5. (a) Draw the structure of (15.25,5R)-5-ethyl-2-isobutylcyclohexanol. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Draw both chair conformations for this structure (0.4 pts) (c) Draw a box around the most stable chair conformation (0.2 pts) 6. Compounds A, B, and C are stereoisomers of 1,3-dimethylcyclopentane. Characterize the following solutions as optically active or optically inactive: (1) an equal mixture of B and C and (2) an equal mixture of A...
8. (a) Draw the structure of (4R,5R)-4-ethyl-5-fluoro-2-methyl heptane. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) (b) Now draw a Newman projection for the most stable conformation of the C(4)-C(5) bond. (0.4 pts) H (c) Draw a diastereomer of (4R,5R)-4-ethyl-5-fluoro-2-methyl heptane (0.2 pts)
(a) Draw the structure of (4R,5R)-4-ethyl-5-luoro-2-methytheptane. Use solid and dashed wedges to show the proper configurations of the chiral centers. (0.4 pts) . (b) Now draw a Newman projection for the most stable conformation of the C(4)-C(5) bond. (0.4 pts) (c) Draw a diastereomer of (4R,5R)-4-ethyl-5-fluoro-2-methylheptane (0.2 pts) The specific rotation [a] of pure quinine is-165. A solution containing 9. both quinine and its enantiomer has a specific rotation of -63 Calculate the percentage of quinine present in the mixture?...
1.) 2-amino-3-hydroxybutanoic acid
2.) 2,3-dinitrobutane
A. Draw the skeletal structure (line-bond) for the following compounds. B. Convert the structures to the Most Stable and the Least Stable Newmann projections around (looking down) C2-C3 bond. (The numbering is based on the nomenclature locator numbers) C. On your skeletal structures, label the stereogenic centers (chiral carbons) if there are any. D. Draw all the possible stereoisomers for the compounds. Indicate which are enantiomer pairs. which are diastereomers to each other, and if...
1) 2-amino-3-hydroxybutanoic acid
2) 2,3-dinitrobutane
A. Draw the skeletal structure (line-bond) for the following compounds. B. Convert the structures to the Most Stable and the Least Stable Newmann projections around (looking down) C2-C3 bond. (The numbering is based on the nomenclature locator numbers) C. On your skeletal structures, label the stereogenic centers (chiral carbons) if there are any. D. Draw all the possible stereoisomers for the compounds. Indicate which are enantiomer pairs. which are diastereomers to each other, and if...
What is the correct name for the following compound? d) 5-oxo-3-octenoic acid What is the defining functional group of a carboxylic acid? a) an-H attached to a carbonyl group b) an-H attached to a carbon-carbon triple bond c) an-OH attached to a carbonyl group d) an -OH group attached to a O-C double bond e) an-OH group attached to an aromatic ring To convert a carboxylic acid to an aldehyde a) convert the acid to an acid chloride, then use...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
18.
Which of the following compound(s) would undergo mutarotation in
aqueous solution?
19. Draw the chair conformation of a-D-galactopyranose.
20. Which of the following compound(s) is a glycoside?
21. Provide the reagents neccesary to carry out the following
conversion.
22. Predict the product(s) for the following reaction.
23. D-glucose & D-galactose are ______epimers of each
other.
24. Predict the product(s) for the following reaction.
25. Which of the following compound(s) would produce D-glucose
and D-mannose when treated with HCN followed...
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