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Compound A consists only of three elements C, H, and O. Under standard conditions, A is a yellow sol โ€” Physical Chemistry Chemistry Question

Stoichiometry and Structure Determination

Compound A consists only of three elements C, H, and O. Under standard conditions, A is a yellow solid with a molar mass of 166.2 g mo1-1. By weight, A has 28.9% O and 65.0% C.

26.1.

Determine chemical formula of A.

Model Answer

% by mass C : H : O = 65.0 : 6.10 : 28.9
= 5.42 : 6.04 : 1.81
C : H : O = 9 : 10 : 3
The formula of the compound is: C9H10O3

26.2.

A contains a phenol functional group with intramolecular hydrogen bonding. The 1H and 13C{1H} NMR spectra of A in CDCl3 are shown below. [VISUAL] Based on your answer in 26.1, draw a chemical structure of A, and show the intramolecular hydrogen bond(s).

*NMR data were obtained from Sigma-aldrich.com.

26.3.

From the reaction scheme below, draw chemical structures of X, Y, and Z.

[VISUAL]
A + 2 H2N NH2 --(Cu(OOCCH3)2)--> X + Z - 2 Y - 2 CH3COOH

Model Answer

X =
Y =
Z =

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