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(a)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e)
Alkene on ozonolysis produces carbonyl compounds - f)
Alkyl halides with strong base gives alkene - g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions.
Aldehyde orketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primaryamines .
Using these concepts, we can transfer 1-hexanol into the given compounds.
(b)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e) Alkene on ozonolysis produces carbonyl compounds
- f) Alkyl halides with strong base gives alkene
- g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions. Aldehyde or ketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primary amines.
Using these concepts, we can transfer 1-hexanol into the given compounds.
(c)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e) Alkene on ozonolysis produces carbonyl compounds
- f) Alkyl halides with strong base gives alkene
- g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions. Aldehyde or ketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primary amines.
Using these concepts, we can transfer 1-hexanol into the given compounds.
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Chapter 22 Solutions
Organic Chemistry
- 2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11arrow_forwardComplete the spectroscopy with structurearrow_forwardComplete the spectroscopy with structurearrow_forward
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- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
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