QUESTION 2 13 'C-NMR spectrum. 1. Select the compound that will only have two adsorption peaks in its CH;0-CH,CH,-0CH; (A) CH3 H;C-Ċ-OCH, ČH3 (B) Но OH (C) ċ–CH3 H;CH;C• (D)

What mass spectral fragments are formed by α cleavage of butan-2-ol,CH3CH(OH)CH2CH3 ?

I. Butyramide (C4H9NO) 100 `NH2 80 20 10 20 30 40 50 60 70 80 90 m/z Identify the structure and provide the mechanism that give rise to the peak at m/z 59. Relative Intensity 우

NMR. Indicate how many signals appear in the proton spectrum of the(1) CICH=CH2(2) o-chloromethylbenzene

4. Please complete the table below. What is the functional group name? What is the IR stretching frequency (base value)? What is the 13C NMR ppm range? If strained, what is the new IR stretching frequency? If conjugated, what is the new IR stretching frequency? °: NH 0: ix i H

Find the A and T% of a 6.5X104 mol L1 solution of a drug (Molecular weight 200) whose absorptivity is 0.026 L cm1 g'at 520 nm when measured in a cell of 2.00 cm pathlength?

Consider the two proposed modes for fragmentation of a ketone: + CH2CH3 + CH3 (a) Identify which fragmentation is less likely to occur, and (b) explain why it less likely to form in the space below. (You may find that drawing resonance structures will help you evaluate this question.)

k. N,N-diisopropylethylamine 100 80 60 40 20- 25 50 75 100 125 m/z Identify the structure that give rise to the peak at m/z 72 and 114. I. Butyramide (C4H9NO) 100- 'NH2 80 60 40 20 10 20 30 40 50 60 70 80 90 m/z Identify the structure and provide the mechanism that give rise to the peak at m/z 59. Relative Intensity Relative Intensity

Your answer is incorrect. The volatile organic compounds (VOCs) produced by decomposing tissue and organs were studied in an effort to identify possible human-specific markers (PLOS ONE 2015 10(9): e0137341.). Of 452 VOCs isolated, six were found to be unique to humans, so this may prove to be a useful tool for forensic chemists trying to determine the source of unidentified remains. There are two doublets in the expected ¹H NMR spectrum of the following human-specific VOC. Identify the protons giving rise to each doublet. HOHHHH H3C НН H3C- "DOOS 0 LAK 123 HH 3 Identify the two groups of protons that give rise CH3 6 CH3 8 the doublets in the spectrum.

CH3-C-OH Keq + H2N-C2H5 CH3-C-o H3N-C2H5 + pka = 5 pKa = 11 or Keq = 106 ; Keq > 1 (favors in the forward reaction) %3D PA log Keq = 11 - 5 = 6 NH4* + H20 pka = 9 NH3 + H3O* pKa = -2 %3D log Keq = -2 - 9 = -11 Keg = 10-11 Keg < 1, reaction favored in the reverse direction, Try: Write the product of the following acid base reactions. Also calculate the Keq for each reaction P + HCI: CH3CH,ÖH + CH3LI OH t CHq Li 2 NõLi t CH Chapter 5- Chemical Reactions and Mechanisms (307 Fall 2020) KSethi