1. CNBr2. LIAIH43. H₂OσNH2Primary amines can be prepared from nitriles by reduction with LiAlH4. The two-step sequence involves SN2 displacement of halide ion by cyanide ion followed by reduction, and yields a primary aminewith one more carbon than was present in the alkyl halide.Draw curved arrows to show the movement of electrons in this step of the mechanism.Arrow-pushing InstructionsX2-H-OHNH+ OH2 C

The arrow pushing is shown in blue color.The transition state is also shown for understanding…

Answered: 1. CN Br 2. LIAIH4 3. H₂O σ NH2 Primary…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.59P

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1. CN Br 2. LiAlH4 3. H₂O NH2 2a Primary amines can be prepared from nitriles by reduction with LiAlH4. The two-step sequence involves SN2 displacement of halide ion by cyanide ion followed by reduction, and yields a primary amine with one more carbon than was present in the alkyl halide. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br CEN: -C=N: Br
Amoxycillin is often adminisstered as the sodium salt. It is more soluble form that results from the reaction: Amoxycillin + NaOH --> Sodium-amoxycillin + H2O What functional grouo omn amoxycillin allows it to act as an acid in the reaction?
This question is about the reaction scheme shown. CH₂ CH₂ step 2 step 1 NO₂ NH₂ NHCOCK, Amine A CH₂CI step 4 step 5 Amine B State the reagents needed for step 1 and the reagents needed for step 2. step 1 step 2 Give the name of the mechanism for the reaction in step 3. CH₂ CHÍNH, step 3
NOC XT Ph CH₂ Both primary and secondary amines add to a ß-unsaturated aldehydes and ketones to yield ß-amino aldehydes and ketones rather than the alternative imines. Under typical reaction conditions, both direct and conjugate modes of addition occur rapidly. But because the reactions are reversible, they generally proceed with thermodynamic control rather than kinetic control so the more stable conjugate addition product is often obtained to the complete exclusion of the less stable direct addition product. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H H CH3NH₂ CH3 H-A :A Ph NHCH3 вон CH3 :A H-A 8b
H3C OH 1. Br2, PBг3 2. H₂O H3C OH Br The a-bromination of carbonyl compounds by Br₂ in acetic acid is limited to aldehydes and ketones because acids, esters, and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be a-brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br2 reacts in an a-substitution reaction. Hydrolysis of the acid bromide completes the reaction. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br Br зь P-Br Br H₂C H₂C SH Br Br
Several 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@amine
O NaBH4 Synthesis #2: Select a different set of two substrates and one reagent that could be combined to prepare benzphetamine. tymen Ph Ph Ph Ph NH Ph H O NaBH3CN, H+ 20= ano [H*], NaBH-CN Nucleophile
H₂C ཏཱཏི 1 ནི OH 1. Br2, PBг3 2. H₂O H3C OH Br The a-bromination of carbonyl compounds by Br2 in acetic acid is limited to aldehydes and ketones because acids, esters, and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be a-brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br2 reacts in an a-substitution reaction. Hydrolysis of the acid bromide completes the reaction. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :0: H3C Br Br + :::OH2 Br H₂O H3C Br за
Below is one of the reactions used in the synthesis of eluxadoline. What type of reaction is it? NABH, H,N catalytic amount HOAC MEOH, 5- 10 °C H,Co HN H,CO O Alkyation. Reductive amination. O Amide formation followed by reduction.
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ANAL 728: Identifying an Unknown Aldehyde or Ketone 4. In the procedure for preparing semicarbazone derivatives, what is the pur- pose of adding sodium acetate to semicarbazide hydrochloride? TAE MOIT EMAN SHoS 10 shysshlA ruoolrU nn gniytiinshl18STJAMA InsmngizaA yiolsTodsl-911
Primary amines can be converted into secondary amines by reaction with haloalkanes. This reaction is difficult to achieve in the lab because of the large number of byproducts. Select the possible products or byproducts of the reaction. H3C-NH2 The products and `Br byproducts are: (1 equiv) (1 equiv) O B D Bre HN CH, O I E A B D F Br H Br O O K E O Br O OG O A J K O O O O O O O O

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