Questions and Answers
1.How can an aldehyde be protected?
ANS Using a diol and H+
2.What does permanganate do? (KMnO4, NaOH)
ANS Oxidizes aldehydes and primary alcohols to carboxylic acids
3.How can an acetal (being used as a protecting group) be
hydrolyzed back to it's original form?
ANS H2O and H+ and heat
4.At what frequency is an OH or NH bond in IR spec?
ANS 3400
5.At what frequency is a CH (sp3) bond in IR spec?
ANS 3000-2850
6.At what frequency is a CH (sp2) bond in IR spec?
ANS 3100-3000
7.At what frequency is a CH (sp) bond in IR spec?
ANS 3300
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,8.At what frequency is a C-C triple bond or C-N triple bond in IR
spec?
ANS 2100
9.At what frequency is C=O bond in IR spec?
ANS 1700
10.At what frequency is a C=C bond or aromatic C-C bond in IR
spec?
ANS 1600
11.At what frequency is an aromatic C-C bond in IR spec?
ANS 1500
12.At what frequency is carboxylic acid in IR spec?
ANS 1720 + a strong and broad band at 2500-3300
13.At what frequency is an amide bond in IR spec?
ANS two medium strength bands around 3400 + the carbonyl band
below 1700
14.At what frequency is an sp3 C atom in a proton NMR spec?
ANS 1
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, 15.At what frequency is a C atom attached to a pi system in a
proton NMR?
ANS 2
16.At what frequency is a C atom attached to an O atom in a
proton NMR?
ANS 3-4
17.At what frequency is an sp2 C atom in a proton NMR?
ANS 5-6
18.At what frequency is an aromatic C atom in a proton NMR?
ANS 7-8
19.At what frequency is an aldehyde C atom in a proton NMR?
ANS 10
20.At what frequency is a carboxylic O atom in a proton NMR?
ANS 11-12
21.At what ppm is an sp3 alkyl C atom in carbon NMR?
ANS 10-30
22.At what ppm is an sp3 C atom attached to O, N, or X in carbon
NMR?
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