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(a)
Interpretation:
The product obtained including its stereochemistry, by the Hofmann elimination, of given stereoisomer is to be stated.
Concept introduction:
(b)
Interpretation:
The product obtained including its stereochemistry, by the Hofmann elimination, of given stereoisomer is to be stated.
Concept introduction:
Amines are the organic compounds that are formed by replacement of hydrogen from ammonia. Amines are basic in nature because the nitrogen can donate its lone pairs and it also has the ability to accept proton in water.
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Chapter 23 Solutions
EBK ORGANIC CHEMISTRY
- Rank the compounds in each group according to their reactivity towardelectrophilic substitution.(a) Chlorobenzene, o-dichlorobenzene, benzene(b) p-Bromonitrobenzene , nitrobenzene, phenol(c) Fluorobenzene, benzaldehyde, a-xylene(d) Benzonitrile, p-methylbenzonitr ile,p-methoxybenzonitrilearrow_forward(a) Classify the enolates to 'kinetic' and 'thermodynamic.' (b) Compare the stabilities of two enolates. (c) Describe the three reaction conditions of 'thermodynamic enolates' and explain why.arrow_forwardWrite the structure of the major organic product formed in the reaction of 1-pentene with each of the following: (a) Hydrogen chloride (b) Dilute sulfuric acid (c) Diborane in diglyme, followed by basic hydrogen peroxide (d) Bromine in carbon tetrachloride (e) Bromine in water (f) Peroxyacetic acid (g) Ozone (h) Product of part (g) treated with zinc and water (i) Product of part (g) treated with dimethyl sulfide (CH3)2Sarrow_forward
- (a) Which of the following phenols is the least acidic? (b) Which of the following phenols is the most acidic?arrow_forwardQuinapril (trade name Accupril) is used to treat high blood pressure and congestive heart failure. One step in the synthesis of quinapril involves reaction of the racemic alkyl bromide A with a single enantiomer of the amino ester B. (a) What two products are formed in this reaction? (b) Given the structure of quinapril, which one of these two products is needed to synthesize the drug?arrow_forward(a) What product is formed by the Claisen rearrangement of compound Z? (b) Using what you have learned about ring-closing metathesis in Chapter 24, draw the product formed when the product in part (a) is treated with Grubbs catalyst. These two reactions are key steps in the synthesis of garsubellin A, a biologically active natural product that stimulates the synthesis of the neurotransmitter acetylcholine. Compounds of this sort may prove to be useful drugs for the treatment of neurodegenerative diseases such as Alzheimer's disease.arrow_forward
- Draw a structural formula for the alcohol formed by treating each alkene with borane in tetrahydrofuran (THF) followed by hydrogen peroxide in aqueous sodium hydroxide, and specify stereochemistry where appropriate. (a) (d) (b) (e) (c)arrow_forwardExplain why :(a) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.(b) Alkyl halides, though polar, are immiscible with water.arrow_forwardWhich of the following correctly shows the resonance structures of the resonance stabilized intermediate produced when the shown diene is treated with HBr? (A) (B) (C) (D) HBrarrow_forward
- (a) What is the major alkene formed when A is dehydrated with H2SO4? (b) What is the major alkene formed when A is treated with POCl3 and pyridine? Explain why the major product is different in these reactions.arrow_forward(a) Why are alkyl halides insoluble in water? (b) Why is Butan-l-ol optically inactive but Butan-2-ol is optically active? (c) Although chlorine is an electron withdrawing group, yet it is ortho-, Para- directing in electrophilic aromatic substitution reaction. Why?arrow_forwardQuinapril (trade name Accupril) is used to treat high blood pressure and congestive heart failure. One step in the synthesis of quinapril involves reaction of the racemic alkyl bromide A with a single enantiomer of the amino ester B. (a) What two products are formed in this reaction? (b) Given the structure of quinapril, which one of these two products is needed tosynthesize the drug?arrow_forward
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