Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Question
Chapter 25, Problem 25.7P
Interpretation Introduction
Interpretation:
The reason why the given chiral phosphate ester cannot be isolated in an optically active form is to be explained.
Concept Introduction:
A chiral atom is one which is attached to four different atoms or groups of atoms. In phosphate esters, the central phosphorus atom is chiral but if there is resonance and rapid movement of protons, then the chiral species cannot be isolated.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Based on the image attached, it shows methyl salicylate reacts with Ethanamine, and Ether act as a solvent to form N-ethylbenzamide as a product. Explains the mechanism reaction of conversion ester to an amide.
The hydrolysis of the ester shown here is catalyzed by morpholine. Explain how morpholine catalyzes the reaction. (Hint: The pKa of the conjugateacid of morpholine is 9.3, so morpholine is too weak a base to function as a base catalyst.)
Draw the structure of each of the following molecules.
(a) 5-phenylpentanamide;
(b) (2S,3S)-2,3-dimethoxyhexanediamide;
(c) N-phenylcyclobutanecarboxamide
Chapter 25 Solutions
Organic Chemistry
Ch. 25 - Prob. 25.1PCh. 25 - Prob. 25.2PCh. 25 - Prob. 25.3PCh. 25 - Prob. 25.4PCh. 25 - Prob. 25.5PCh. 25 - Prob. 25.6PCh. 25 - Prob. 25.7PCh. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10P
Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21APCh. 25 - Prob. 25.22APCh. 25 - Prob. 25.23APCh. 25 - Prob. 25.24APCh. 25 - Prob. 25.25APCh. 25 - Prob. 25.26APCh. 25 - Prob. 25.27APCh. 25 - Prob. 25.28APCh. 25 - Prob. 25.29APCh. 25 - Prob. 25.30APCh. 25 - Prob. 25.31APCh. 25 - Prob. 25.32APCh. 25 - Prob. 25.33APCh. 25 - Prob. 25.34APCh. 25 - Prob. 25.35APCh. 25 - Prob. 25.36APCh. 25 - Prob. 25.37APCh. 25 - Prob. 25.38APCh. 25 - Prob. 25.39APCh. 25 - Prob. 25.40AP
Knowledge Booster
Similar questions
- Show how acid derivatives hydrolyze to carboxylic acids under either acidic or basicconditions. Explain why some acid derivatives (amides, for example) require muchstronger conditions for hydrolysis than other derivatives.arrow_forwardDraw the possible stereoisomers of 2-methylocta-4,6-dien-1-amine. Note that E-, Z- isomers of each stereoisomer are also possible and would not be accounted for by the formula above; draw any E- or Z- isomers.arrow_forwardWhat is the main reaction mechanism for this reductive amination?arrow_forward
- Compounds with polyfunctional groups must follow priority rule. Which of the following compound is correctly named. Justify your claim and construct its correct structure. Compound A: 3-amino-7-carboxy-4-oxoheptanamide Compound B: 3-amino-7-carbamoyl-4-oxoheptanoic acid Compound C: 3-amino-4-ox0-7-carbamoylheptanoic acid Compound D: 3-amino-4-oxo-7-carboxyheptanamidearrow_forwardWill the oxirane formed in either sequence rotate the plane of polarized light? Explain.arrow_forwardWhich of the following substituent is an ortho/para-directing deactivator? a amino group b halogen group c phenyl group d carboxyl grouparrow_forward
- Predict the products obtained from the reaction of triolein with the following reagents.(a) NaOH in waterarrow_forwardWrite the mechanism for the following reactions: 1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine 2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine a. How do the two mechanisms differ?arrow_forwardGive the structures of the products that would form by the base catalyzed reaction of:a) 2,2-dimethlybutanal and methyl acetoacetateb) ethylvanillin and diethylmalonatec) benzaldehyde and acetonearrow_forward
- The following three derivatives of succinimide are anticonvulsants that have found use in the treatment of epilepsy, particularly petit mal seizures. Q. Show how this same synthetic strategy can be used to prepare ethosuximide and methsuximide.arrow_forwardExplain the reaction for the formation of acetal and hemiacetal. Explain why N,N-disubstituted amide is less acidic than ester. Why only methyl ketone do undergoes haloform reaction. LDA is the base of choice for carbonyl compound to completely convert into enolate. Why?arrow_forwardprovide a name for the following compound.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning