(a) Substitution of an amino group at the para-position of autophenone shifts the C=0 frequency from 1685 cm -1 to 1652 cm-1; whereas nitrogroup a attached at that position yields the C=0 frequency to appear at 1693 cm¯'. Explain the shifts.

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
Chapter3: Stereoisomerism And Chirality
Section3.8: The Significance Of Chirality In The Biological World
Problem CQ: The amino acids cysteine and serine are shown. What are the Cahn-Ingold-Prelog stereochemical...
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( do 9 c cyclic ketone one
9. (a) Substitution of an amino group at the
para-position of autophenone shifts the
C=0 frequency from 1685 cm¯ to
-1
1652 cm-1;
whereas
nitrogroup
a
attached at that position yields the
C=0 frequency to appear at 1693 cm-.
Explain the shifts.
(b) Why does a ß-diketone appear as two
-1
broadbands at
1640 cm--1580 cm
and at 3100 cm¯'-2700 cm-?
(c)
Discuss the effect of ring strain on the
crabonyl stretching for cyclic ketones.
(c)
How can you distinguish the following
compounds by IR spectroscopy?
(i)
CH2-CH3 and
-CH2-
-CH3
(üi) H3C-
Ĉ–CH3 and H3C–Ĉ–CH2-
-CH3
(d) What is overtone?
Transcribed Image Text:9. (a) Substitution of an amino group at the para-position of autophenone shifts the C=0 frequency from 1685 cm¯ to -1 1652 cm-1; whereas nitrogroup a attached at that position yields the C=0 frequency to appear at 1693 cm-. Explain the shifts. (b) Why does a ß-diketone appear as two -1 broadbands at 1640 cm--1580 cm and at 3100 cm¯'-2700 cm-? (c) Discuss the effect of ring strain on the crabonyl stretching for cyclic ketones. (c) How can you distinguish the following compounds by IR spectroscopy? (i) CH2-CH3 and -CH2- -CH3 (üi) H3C- Ĉ–CH3 and H3C–Ĉ–CH2- -CH3 (d) What is overtone?
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