a)
Interpretation:
The major product expected when the
Concept introduction:
Hofmann’s rule is applicable to elimination reactions involving positively charged and bulky leaving groups. According to this rule, when two possibilities exist in an elimination reaction, the hydrogen is eliminated from the carbon with more number of hydrogen atoms so that a less substituted
b)
Interpretation:
The major product expected when the amine shown undergoes Hofmann elimination is to be given.
Concept introduction:
Hofmann’s rule is applicable to elimination reactions involving positively charged and bulky leaving groups. According to this rule, when two possibilities exist in an elimination reaction, the hydrogen is eliminated from the carbon with more number of hydrogen atoms so that a less substituted alkene will be the major product.
c)
Interpretation:
The major product expected when the amine shown undergoes Hofmann elimination is to be given.
Concept introduction:
Hofmann’s rule is applicable to elimination reactions involving positively charged and bulky leaving groups. According to this rule, when two possibilities exist in an elimination reaction, the hydrogen is eliminated from the carbon with more number of hydrogen atoms so that a less substituted alkene will be the major product.
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Chapter 24 Solutions
Organic Chemistry
- Methamphetamine is a long-lasting, potent stimulant sold as a street drug. The synthesis is quite simple and one step in the synthesis is shown below. Using your knowledge of the reactions of amines, provide all the reagents necessary to complete the reaction below. Provide the reagents for step 1 and step 2 ,arrow_forward13arrow_forwardDraw the structures of the carbonyl compound and the amine that will react at pH 5 to yield the product shown below: pH 5 carbonyl compound aminearrow_forward
- Show how Gabriel syntheses are used to prepare the following amines. ) hexan-1-aminearrow_forwardAtenolol is a beta blocker medication primarily used to treat high blood pressure and heart- associated chest pain. Other uses include the prevention of migraines and treatment of certain irregular heart beats It is taken by mouth or by injection into a vein. It can also be used with other blood pressure medications. OH .N. CH3 ČH3 H2N° suggest industrial synthetic approach towards synthesis of this drug (atenolol) and provide reasons and advantages of your proposed synthetic approach.arrow_forwardSeveral additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions. (c) 1@bromo@3@phenylheptane S 3@phenylheptan@1@amine (d) 1@bromo@3@phenylheptane S 4@phenyloctan@1@aminearrow_forward
- Describe how you would accomplish the following synthesis.arrow_forwardThe following diol is prepared from propanal (CH3CH2CHO) and 3-bromopropanol. Which derivatives will be among intermediate products in this transformation? ОН HOarrow_forwardRank the following compounds in order of increasing acidity.arrow_forward
- Q1- From a-haloketone how can you prepared flowing compounds : Imidazole Oxazole Thiazole Q2: compared the acidity and basicity of Pyrazole and Imidazole with Pyrrole and Pyridine ?arrow_forwardWhat products would result after hydrolysis from reaction of the enamine prepared from cyclopentanone and pyrrolidine with the following x,ß-unsaturated acceptors? H₂C=CHCO₂Et 1 BI III S ab X₂ x²arrow_forward3. Which of the following amines will not undergo an acyl substitution reaction with methyl acetate (CH3CO2CH3)? A) NH3 B) H₂N C) H₂N D) H3C-N-CH3 CH3 E) All of these will react with methyl acetatearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning