2) Propose structures for the compounds with the following data.MolecularDataAnswerformulaunitIR: 3400 cm'(broad), 3250 cm (sharp),2150 cm-1'H NMR ppm: 1.0 (t, 3H), 1.5 (s, 3H), 1.6 (q,2H), 2.0 (s, 1H), 2.5 (s, 1H)13C NMR: 4.1, 26, 35, 67.6, 69.4C6H100hangidon tor liw obIR: 1680 cm', 2750 cm1, 2850 cm'H NMR ppm: 1.1 (t, 3H), 3.5 (q, 2H), 4.5 (s,Jeg of griquo 2H), 7.3 (d, 2H), 7.7 (d, 2H), 9.9 (s, 1H)G ebacc bLOAigeqC10H12O2-1100 gmisa oy bloowooge orit niC4H100IR: Strong peak around 3500 cm-1 'H NMR:1.28, (s, 9H), 1.35 (s, 1H)3) Give three UNIQUE syntheses of benzylamine starting from benzene.

The probable structure of the molecules are given in solution.

2) Propose structures for the compounds with the following data. Molecular Data formula Answer IR: 3400 cm(broad), 3250 cm'(sharp), 2150 cm H NMR ppm: 1.0 (t, 3H), 1.5 (s, 3H), 1.6 (q, 2H), 2.0 (s, 1H), 2.5 (s, 1H) 13C NMR: 4.1, 26, 35, 67.6, 69.4 C6H100 bang IR: 1680 cm, 2750 cm, 2850 cm 'H NMR ppm: 1.1 (t, 3H), 3.5 (q, 2H), 4.5 (s, 2H), 7.3 (d, 2H), 7.7 (d, 2H), 9.9 (s, 1H) C10H12O2 sa oy blow roH HO ni ofioge bobivorg sge C4H100 IR: Strong peak around 3500 cm-1 'H NMR: 1.28, (s, 9H), 1.35 (s, 1H)

2) Propose structures for the compounds with the following data. Molecular Data formula Answer IR: 3400 cm(broad), 3250 cm'(sharp), 2150 cm H NMR ppm: 1.0 (t, 3H), 1.5 (s, 3H), 1.6 (q, 2H), 2.0 (s, 1H), 2.5 (s, 1H) 13C NMR: 4.1, 26, 35, 67.6, 69.4 C6H100 bang IR: 1680 cm, 2750 cm, 2850 cm 'H NMR ppm: 1.1 (t, 3H), 3.5 (q, 2H), 4.5 (s, 2H), 7.3 (d, 2H), 7.7 (d, 2H), 9.9 (s, 1H) C10H12O2 sa oy blow roH HO ni ofioge bobivorg sge C4H100 IR: Strong peak around 3500 cm-1 'H NMR: 1.28, (s, 9H), 1.35 (s, 1H)

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

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...

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