ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 27.6, Problem 9P
Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair conformations, as in Figure 27-11, and tell whether the hydroxyl group at C3 is axial or equatorial.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Pheromone G of the maize stalk borer, chilo partelus, can be synthesized based on the partial scheme shown below. Complete the scheme by identifying the structures of the intermediate compounds A, B, C, D, E, F and pheromone G. Indicate stereochemistry where relevant
Q8: Draw the resonance structures for the following molecule. Show the curved arrows (how
you derive each resonance structure). Circle the major resonance contributor.
од
Q9: Explain why compound I is protonated on O while compound II is protonated on N.
NH2
DD
I
II
NH2
Chapter 27 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
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...
Additional Science Textbook Solutions
Find more solutions based on key concepts
What process causes the Mediterranean intermediate Water MIW to become more dense than water in the adjacent At...
Applications and Investigations in Earth Science (9th Edition)
Give the IUPAC name for each compound.
Organic Chemistry
1. Rub your hands together vigorously. What happens? Discuss the energy transfers and transformations that take...
College Physics: A Strategic Approach (3rd Edition)
Describe Mendels conclusions about how traits are passed from generation to generation.
Concepts of Genetics (12th Edition)
How does the removal of hydrogen atoms from nutrient molecules result in a loss of energy from the nutrient mol...
SEELEY'S ANATOMY+PHYSIOLOGY
What were the major microbiological interests of Martinus Beijerinck and Sergei Winogradsky? It can be said tha...
Brock Biology of Microorganisms (15th Edition)
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Complete the following reaction by identifying the principle organic product of the reactionarrow_forwardDenote the dipole for the indicated bonds in the following molecules. ✓ H3C CH3 B F-CCl3 Br-Cl H3C —Si(CH3)3 CH3 OH HO HO H HO OH vitamin Carrow_forward(a) What is the hybridization of the carbon in the methyl cation (CH3*) and in the methyl anion (CH3)? (b) What is the approximate H-C-H bond angle in the methyl cation and in the methyl anion?arrow_forward
- 10:16 ☑ Vo)) Vo) 4G LTE 76% Complete the following reaction by identifying the principle organic product of the reaction. HO OH ↑ CH2N2 OH ? ○ A. 01 N₂H2C OH ОН B. HO OCH3 OH ○ C. HO OH ŎCH₂N2 ○ D. H3CO OH он Quiz navigation 1 2 3 4 5 11 12 Next page 10 6 7 8 9 10arrow_forwardWhich one of the following statements explain why protecting groups are referred to as “a necessary evil in organic synthesis”? Question 12Select one or more: A. They increase the length and cost of the synthesis B. Every synthesis employs protecting groups C. Protecting group have no role to play in a synthesis D. They minimize the formation of side productsarrow_forwardWhich of the following attributes is a key advantage of the chiral auxiliary approach over the chiral pool approach in asymmetric synthesis? Question 10Select one: A. Chiral auxiliaries are cheaper than chiral pool substrates B. Chiral auxiliary can be recovered and recycled unlike chiral pool substrates. C. The use of chiral auxiliaries provide enantiopure products, while chiral pool reactions are only enantioselective D. The chiral auxiliaries are naturally occurring and do not require synthesisarrow_forward
- In the following molecule, indicate the hybridization and shape of the indicated atoms. CH3 CH3 H3C HO: CI:arrow_forwardWhich of the following are TRUE about linear syntheses? Question 7Select one: A. They are easier to execute B. They are the most efficient strategy for all syntheses C. They are generally shorter than convergent syntheses D. They are less versatile compared to convergent synthesesarrow_forwardWhich of the following characteristics is common among chiral pool substrates? Question 4Select one: A. They have good leaving groups B. They are all achiral C. All have a multiplicity of chiral centres D. They have poor leaving groupsarrow_forward
- Determine whether the following reaction is an example of a nucleophilic substitution reaction: H NO2 H+ NO 2 + Molecule A Molecule B Is this a nucleophilic substitution reaction? If this is a nucleophilic substitution reaction, answer the remaining questions in this table. What word or two-word phrase is used to describe the role Molecule A plays in this reaction? What word or two-word phrase is used to describe the role Molecule B plays in this reaction? Use a 6 + symbol to label the electrophilic carbon that is attacked during the substitution. Highlight the leaving group on the appropriate reactant. O Yes ○ No ☐ 0 dx 000 HE ?arrow_forwardDraw the major organic product of the Bronsted acid-base reaction. Include all lone pairs and charges as appropriate. Ignore any counterions. :0: NaOH Harrow_forward5. Calculate the total amount of heat transferred as 50 g of wat Specific heat H₂O (g) 2.00 J/g°C -10 °C. Specific heat H₂O (1) Specific heat H₂O (s) 4.18 J/g°C 2.11 J/g°C Heat of vaporization 2260 J/g Heat of fusion 334 J/g Melting point 0°C 6. Calculate the total amount of heat transferred as 25 g of water is heated from 50 °C to 100 °C as a gas. Boiling point 100 °Carrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License