When N,N-dimethylaniline is treated with bromine both the ortho and para productsare observed. However when treated with a mixture of nitric acid and sulfuric acid onlythe meta product is observed. Explain these results and support your answer with theappropriate drawings *Hint amines are bases*NHNO3H2SO4NNO2NBr2NBr+N8-8-8FeBr3Br

Reaction with Bromine (Br₂ / FeBr₃) Amine (-N(CH₃)₂) is an electron-donating group.Electron-donating…

Answered: When N,N-dimethylaniline is treated…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 37MP

See similar textbooks

Similar questions

Show how to synthesize the following amines from the indicated starting materials byreductive amination. ) N-benzylpiperidine from piperidine
The two most general amine syntheses are the reductive amination of carbonyl compounds and the reduction of amides.Show how these techniques can be used to accomplish the following syntheses.(a) benzoic acid S benzylamine (b) benzaldehyde S benzylamine(c) pyrrolidine S N@ethylpyrrolidine (d) cyclohexanone S N@cyclohexylpyrrolidine(e) HOOC¬(CH2)3 ¬COOH S pentane@1,5@diamine (cadaverine)
Show how to convert amines to other functional groups, and devise multistepsyntheses using amines as starting materials and intermediates
Show how you might utilize the reduction of an amide, oxime, or a nitrile to carry out each of the following transformations (a)Benzoic acid to N-ethyl-N-benzylamine (b)1-Bromopentane to hexylamine (c)Propanoic acid to tripropylamine (d)2-Butanone to sec-butylamine
Draw a structural formula for each amine and amine derivative. (a) N,N-Dimethylaniline (b) Triethylamine (c) tert-Butylamine (d) 1,4-Benzenediamine (e) 4-Aminobutanoic acid (f) (R)-2-Butanamine (g) Benzylamine (h) trans-2-Aminocyclohexanol (i) 1-Phenyl-2-propanamine (amphetamine) (j) Lithium diisopropylamide (LDA) (k) Benzyltrimethylammonium hydroxide (Triton B)
19-33 Rank the amines in each set in order of increasing basicity. (b) sbims ne (a) NH2 NH2 N. H (c) H (d) NH2 NH2 NH2 H3C H2 (е) NH2 CH,NH, CONH,
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.(a) allyl bromide S allylamine (b) ethylbenzene S p@ethylaniline
17
Which of the following statements is correct? An aldehyde can react with a secondary amine through a nucleophilic addition-elimination mechanism to give an enamine product. A ketone can react with a secondary amine through a nucleophilic addition mechanism to give an imine product. An ketone can react with a primary amine through a nucleophilic addition-elimination mechanism to give an enamine product. An aldehyde can react with a primary amine through a nucleophilic addition mechanism to give an imine product.
b) Fill in the boxes to synthesize the following primary amines i) ii) iv) Br ΝΗ 1) 2) 3) aqueous workup 1) KOH 2) 3) H2N-NH2 NH3, HOAc, NaCNBH3 1) NaN3 2) PPh 3, H₂O NH₂ NH₂
Please don't provide handwritten solution.

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Macroscale and Microscale Organic Experiments

Chemistry

ISBN:

9781305577190

Author:

Kenneth L. Williamson, Katherine M. Masters

Publisher:

Brooks Cole

Chemistry for Today: General, Organic, and Bioche…

Chemistry

ISBN:

9781305960060

Author:

Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS