(a)
Interpretation:
The mechanism of 4-Hydroxybenzaldehyde to compound A has to be shown.
(b)
Interpretation:
The reagent and experiment condition is to be given for the conversion of A to B.
Concept introduction:
(c)
Interpretation:
The mechanism for the conversion of B to C is to be explained.
Concept introduction:
Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to
(d)
Interpretation:
The reagent and experiment condition is to be given for the conversion of C to D.
Concept introduction:
(e)
Interpretation:
The reagent and experiment condition is to be given for the conversion of D to albuterol.
Concept introduction:
Diol is to protect the ketone and aldehyde (carbonyl group). In this reaction acetone is protected as acetal by using ethylene glycol.
(f)
Interpretation:
The possible stereoisomer’s has to be shown if the product is chiral.
Concept introduction:
Chiral:
A molecule is non superimposable on its mirror image is called chiral molecule. Four different atoms attached to a carbon atom is called chiral molecule.
Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.
Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.
Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.
Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.
Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.
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Chapter 21 Solutions
Organic Chemistry
- (a) Draw the mechanism for the formation of both of the enols that can be formed from A (use acetic acid & AcOH as the source of the protons) (b) Draw the mechanism of reaction of this enol with bromine to give product Barrow_forwardAddition of one equivalent of ammonia to 1-bromoheptane gives a mixture of heptan-1-amine,some dialkylamine, some trialkylamine, and even some tetraalkylammonium bromide.(a) Give a mechanism to show how this reaction takes place, as far as the dialkylamine.arrow_forwardShow how the following ketones might be synthesized from the indicated acids, usingany necessary reagents.(b) methyl cyclohexyl ketone from cyclohexanecarboxylic acidarrow_forward
- 3) Draw equations of the following reactions and and explain to which direction is the respective quillibrium shifted. a) cyclohexylamine + water b) aniline + sulphuric acid c) triethylamine + acetic acidarrow_forwardb) Propose a synthesis for the following compound from benzene. OCH3arrow_forward1) Carry out TWO of the following three synthesis. (You can do the third one for . Provide all the reagents and show all structures of the products formed in each step, not just a list of reagents. a) Benzene b) Benzene c) Toluene p-aminobenzoic acid OHC COOHarrow_forward
- gas, Cl¬CH2CH2¬S¬CH2CH2¬Cl, was used as a poisonous chemical agentin World War I. Mustard gas is much more toxic than a typical primary alkyl chloride. Itstoxicity stems from its ability to alkylate amino groups on important metabolic enzymes,rendering the enzymes inactive.(a) Propose a mechanism to explain why mustard gas is an exceptionally potent alkylatingagent.(b) Bleach (sodium hypochlorite, NaOCl, a strong oxidizing agent) neutralizes and inactivates mustard gas. Bleach is also effective on organic stains because it oxidizes coloredcompounds to colorless compounds. Propose products that might be formed by thereaction of mustard gas with bleach.arrow_forwardPropose a mechanism for the following reaction and develop itarrow_forwardPropose a synthesis of molecule B from molecule A. For each step, indicate the necessary reagents.arrow_forward
- Propose a detailed mechanism for the transformations presented. represent the Intermediate structure A.arrow_forwardSuggest a suitable mechanism for this multi-step reaction, and give products A and Barrow_forwardWrite a retrosynthesis and a foeard synthesis for the desired product. (c) OH ???arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning