Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter FRP, Problem 4P
Describe how solubility could be used to distinguish between members of each of the following pairs of compounds:
(a) 4-Chlorophenol and 4 -chloro- l-methylbenzene
(b) 4-Methylphenol and 4-methylbenzoic acid
(c) 4-Methylphenol and 2, 4, 6-trinitrophenol
(d) Ethyl phenyl ether and 4-ethylphenol
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Describe concisely a chemical test to distinguish between the following pairs of compounds.(a) Propanal and propanone(b) Phenol and benzoic acid(c) Hexan-3-one and hexan-2-one
(a) Write a chemical test to distinguish between:
(i) Chlorobenzene and Benzyl chloride.
(ii) Chloroform and Carbon tetrachloride.
(b) Why is methyl chloride hydrolysed more easily than chlorobenzene?
Use the symbol (V) to indicate a positive reaction and the symbol
(X) to indicate a negative reaction and a () if a test was not
performed in the shaded columns. Don't forget to write the number
of your unknown underneath where it says number!
IDENTIFICATION OF A CARBONYL COMPOUND (GROUP I)
Unknowns
Number
Number
methyl
ketone
Test
Aldehyde
ketone
DNP
Fehling's
Tollen's
X
lodoform
X
Therefore, unknown number
is
IDENTIFICATION OF ALCOHOL (GROUP II)
Unknown
Primary
alcohol
Secondary
Tertiary
alcohol
number:
alcohol
Test
Lucas
(in ~5 mins) (immediately)
Bordwell -
Wellman
Therefore, unknown number
is
> x x >
Chapter FRP Solutions
Organic Chemistry
Ch. FRP - Prob. 1PCh. FRP - 2. Which member of these pairs is the more polar?...Ch. FRP - Prob. 3PCh. FRP - Describe how solubility could be used to...Ch. FRP - 5. Though they each contain only one type of...Ch. FRP - Predict the products from each of the following...Ch. FRP - Prob. 7PCh. FRP - Prob. 8PCh. FRP - Prob. 9PCh. FRP - Prob. 10P
Ch. FRP - Predict the products from each of the following...Ch. FRP - Prob. 12PCh. FRP - 13. Starting with propyne and using any other...Ch. FRP - Bromination of 2-methylbutane yields predominantly...Ch. FRP - Prob. 15PCh. FRP - Account for the following observations with...Ch. FRP - Prob. 17PCh. FRP - Prob. 18PCh. FRP - Heating 1, 1,1-triphenylmethanol with ethanol...Ch. FRP - (a) Which of the following halides would you...Ch. FRP - An alkane (A) with the formula C6H14 reacts with...Ch. FRP - Prob. 22PCh. FRP - Prob. 23PCh. FRP - Dehydrohalogenation of meso-1, 2-dibromo-1,...Ch. FRP - Prob. 25PCh. FRP - Prob. 26PCh. FRP - 27. (R)-3-Methyl-1-pentene is treated separately...Ch. FRP - Prob. 28PCh. FRP - Prob. 29PCh. FRP - Prob. 30PCh. FRP - Prob. 31PCh. FRP - Synthesize the following compound by a method that...Ch. FRP - Provide three methods that employ Grignard...Ch. FRP - 34. Compound Yexhibits one NMR signal at (a...Ch. FRP - Prob. 35PCh. FRP - 36. Compound X shows a strong IR absorption band...Ch. FRP - Prob. 37PCh. FRP - 38. In addition to more highly fluorinated...Ch. FRP - Fluorination of (R)-2-flurobutane yields a mixture...Ch. FRP - Prob. 40PCh. FRP - Prob. 41P
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