EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Identify products A and B from the given 1H NMR data.a. Treatment of CH2 = CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?b. Treatment of acetone [(CH3)2C = O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?
Rank the compounds in each group in order of increasing reactivity towards nucleophilic
addition
a)
b)
H3C
H
i
H
H
H3C
CH3
Taxol is a powerful anticancer agent that was first isolated from the bark of the Pacific yew tree (Taxus brevifolia) in 1967
The structure of Taxol, shown below wasn't elucidated until 1971. Taxol prevents tumor growth by inhibiting the division C
cells, or mitosis, in some types of cancer cells; and in other types of cancer cells, it induces cell death.
or apoptosis. Taxol is now commonly prescribed as a treatment for breast and ovarian cancers.
What functional groups are NOT present in taxol?
NH
OH
.0....
Taxol
(paclitaxel)
HO
Select one:
O a. Aldehyde and Alcohol
O b. Amide and Aldehyde
Oc.
Ester and Alcohol
O d.
Ketone and Ether
O e. Carboxylic Acid and Amine
OH
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