ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
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Chapter 21, Problem 21.54SP
Show how you would accomplish the following syntheses. Some of these conversions may require more than one step.
- a. isopentylalcohol → isopentyl acetate (banana oil)
- b. 3 – ethylpentanoicacid → 3 – ethylpentanenitrile
- c. isobutylamine → N - isobutylformamide
- d. ethyl acetate → 3 - methylpentan - 3 - ol
- e. cyclohexylamine → N – cyclohexylacetamide
- f. bromocyclohexane → dicyclohexylmethanol
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What product(s) will form:
2-Pentene + H₂O →
O a.
2-Pentanol
O b. Isopropyl alcohol
O c. 3-Pentanol
O d. a 50/50 mixture of 2-Pentanol and 3-Pentanol
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1.
Write the structure of the major organic product for reactions a, b and e?
H₂C
b. H₂c-
CH,
CH₂
Cold KMnO,
OH
A KMnO,
H
c. CH3CH₂-CH=CH-CH₂CH3 + H₂SO4 →
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cyclohexanol + H2 SO4 → cyclohexene
Chemical
MW (g/mol).
Density (g/mL) mmols used
Amount used
cyclohexanol
100.16
0.9624
1.50 mL
Sulfuric Acid
98.08
1.83
1.00 mL
cyclohexene
82.14
Based on your answers in the previous two questions, identify what the Limiting
Reagent for the reaction is:
Chapter 21 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
Ch. 21.2F - Name the following carboxylic acid derivatives,...Ch. 21.4A - Prob. 21.2PCh. 21.4A - Prob. 21.3PCh. 21.4A - Prob. 21.4PCh. 21.5C - Prob. 21.7PCh. 21.6 - When ethyl 4-hydroxybutyrate is heated in the...Ch. 21.6 - Propose a mechanism for the following ring-opening...Ch. 21.6 - Prob. 21.15PCh. 21.7B - Prob. 21.16PCh. 21.7C - Prob. 21.19P
Ch. 21.7C - Prob. 21.20PCh. 21.7C - Prob. 21.21PCh. 21.7D - Prob. 21.22PCh. 21.7D - The mechanism for acidic hydrolysis of a nitrile...Ch. 21.8A - Prob. 21.24PCh. 21.8C - Prob. 21.25PCh. 21.9 - Prob. 21.26PCh. 21.9 - Prob. 21.27PCh. 21.9 - Prob. 21.28PCh. 21.10 - Draw a mechanism for the acylation of anisole by...Ch. 21.10 - Prob. 21.30PCh. 21.11 - Prob. 21.31PCh. 21.11 - Prob. 21.32PCh. 21.12 - Problem 21-33 Propose a mechanism for the...Ch. 21.12 - Suggest the most appropriate reagent for each...Ch. 21.12 - Show how you would synthesize each compound,...Ch. 21.13 - Prob. 21.36PCh. 21.13 - Prob. 21.37PCh. 21.14 - Prob. 21.38PCh. 21.14 - Prob. 21.39PCh. 21.16 - Prob. 21.40PCh. 21.16 - Prob. 21.41PCh. 21 - Prob. 21.42SPCh. 21 - Give appropriate names for the following...Ch. 21 - Predict the major products formed when benzoyl...Ch. 21 - Predict the products of the following reactions....Ch. 21 - Prob. 21.46SPCh. 21 - Prob. 21.47SPCh. 21 - Prob. 21.48SPCh. 21 - Propose mechanisms for the following reactions.Ch. 21 - Prob. 21.51SPCh. 21 - An ether extraction of nutmeg gives large...Ch. 21 - Prob. 21.53SPCh. 21 - Show how you would accomplish the following...Ch. 21 - Prob. 21.55SPCh. 21 - Prob. 21.56SPCh. 21 - Prob. 21.57SPCh. 21 - Prob. 21.58SPCh. 21 - Prob. 21.59SPCh. 21 - Explain this curious result. What does this...Ch. 21 - Prob. 21.61SPCh. 21 - Prob. 21.62SPCh. 21 - Prob. 21.63SPCh. 21 - A chemist was called to an abandoned aspirin...Ch. 21 - Prob. 21.67SPCh. 21 - The IR spectrum, 13ONTVTR spectrum, and 1HNMR...Ch. 21 - Prob. 21.69SPCh. 21 - Prob. 21.70SPCh. 21 - Prob. 21.71SP
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY