Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
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
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
40. Deuterium oxide, D20, is water that contains the stable hydrogen isotope 2H,
usually shown as D. When dissolved in deuterium oxide, ethanol undergoes the
following reaction: *
CH3CH2OH + D½0 →
CH;CH2OD + HOD
What is the best way of showing that this reaction has occurred?
A. By testing the product with phosphorus pentachloride and not getting steamy fumes.
B. By determining the mass spectrum of the mixture and showing peaks at m/z values of 20
and 46.
C. By fractionally distilling the mixture and determining the amount of CH3CH2OD using a
Geiger counter.
D. By determining the mass spectrum of the mixture and showing peaks at m/z values by 19
and 47.
A
В
O D
which has the greatest acidity?
a. 2-hexanol
b. valeric acid
c. naphtol
d. ethyl propionate
which produces effervescence when
dissolved in 10% sodium bicarbonate?
a. 2-hexanol
b. valeric acid
c. napththol
d. ethyl propionate
1l Normal
l No Spac.
A-空,A.
KJIDPAL
U - abx X,
Paragraph
Font
Easter makes unique smells:
2-methyl-2-butanol + acetic acid →>
3-methyl-2-butanol + acetic acid –>
1-propanol + acetic acid –>
1-Octanol + acetic acid ->
2-methyl - propanol + formic acid acetic acid –>
LA English (United States)
to search
Chapter 21 Solutions
Organic Chemistry (9th Edition)
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
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heatarrow_forwardShow how to prepare each compound from 2-methyl- 1- propanol. a. 2- methylpropene b. 2- methyl- 2- propanol c. 2- methylpropanoic acid (CH3)2CHCOOHarrow_forwardFf.138.arrow_forward
- 4. Show the steps and reagents needed to transform 1-propyne into 2-methylheptane. You may use any alkyl halide and inorganic reagents. 1-propyne → 2-methylheptanearrow_forwardFor each reaction identify the reaction type. Reaction Туре a. Methylbenzene and bromine in the presence of ultraviolet light forming 1- bromo-2-methylbenzene and hydrogen bromide. b. 2-methyldecane plus hydrogen reacts to produce heptane and butane c. Hex-2-ene plus hydrogen chloride produces 2-chlorohexane. d. Propane plus pentane reacts to produce 1,2-dimethylcyclohexane and hydrogenarrow_forwardDraw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent.a. HClb. CH3COClc. (CH3CO)2Od. excess CH3Ie. (CH3)2C = Of. CH3COCl, AlCl3g. CH3CO2Hh. NaNO2, HCli. Part (b), then CH3COCl, AlCl3j. CH3CHO, NaBH3CNarrow_forward
- Which of the following aldehydes has the highest solubility in water? A) CH₃CH₂C(=O)H B) CH₃CH₂CH₂CH₂C(=O)H C) CH₃(CH₂)₅C(=O)H D) CH₃(CH₂)₁₀C(=O)H E) All of these have equal solubility.arrow_forwardDraw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent. a. HCl b. CH3COCl c. (CH3CO)2O d. excess CH3I e. (CH3)2C = O f. CH3COCl, AlCl3 g. CH3CO2H h. NaNO2, HCl i. Part (b), then CH3COCl, AlCl j. CH3CHO, NaBH3CNarrow_forwardplease help with all parts of questionarrow_forward
- Write the product or products that will be formed as a result of the reactions given below.arrow_forward11. The molecule below is reacted with ethylene glycol in acidic conditions. The product contains the following functional groups. a. An ester and an acetal b. An acetal and a hemiacetal c. A hemiacetal and a carboxylic acid d. Two different acetals 12. Circle the functional groups that can be reduced with LiAlH4 l b R A H R R R 13. For each, state whether it is an acetal, a hemiacetal, or neither. OH HO OH OH но..... x60x OH OH OH HOM... OHarrow_forwardUse the following reagent table for the reaction of : 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 1.0 mL cyclohexene 82.14 How many mmols of sulfuric acid are used? (answer with 2 decimal places, no units)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY