Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 18, Problem 18.53SP
Predict the products formed when cyclohexanone reacts with the following reagents.
- a. CH3NH2, H+
- b. excess CH3OH, H+
- c. hydroxylamine and weak acid
- d. ethylene glycol and p-toluenesulfonic acid
- e. phenylhydrazine and weak acid
- f. PhMgBr and then mild H3O+
- g. Tollens reagent
- h. sodium acetylide, then mild H3O+
- i. hydrazine, then hot, fused KOH
- j. Ph3P=CH2
- k. sodium cyanide
- l. acidic hydrolysis of the product from (k)
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
What are the best starting material and reagents needed to make N-methylpropanamide?
a. propanol and H2CrO7
b. propanoic acid, methylamine
c. propanoic acid, methylamine, and high heat
d. propene, H2SO4, H2O, and high heat
e. methanoic acid, propylamine, and high heat
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
Identify the major products of this chemical reaction.
+ NaOH + H20
Select one:
a. Carboxylic acid sodium salt and propanol
b. Carboxylic acid and propanol
c. Carboxylic acid and propanal
d. Ester salt and water
e. Carboxylic acid, propanol, ester
f. Ester and propanol
O O O O O
Chapter 18 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5PCh. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7PCh. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P
Ch. 18.11 - Show how you would accomplish the following...Ch. 18.11 - Prob. 18.12PCh. 18.12 - Propose mechanisms for a. the acid-catalyzed...Ch. 18.12 - Rank the following compounds in order of...Ch. 18.13 - Prob. 18.15PCh. 18.13 - Show how you would accomplish the following...Ch. 18.14 - Prob. 18.17PCh. 18.14 - Prob. 18.18PCh. 18.14 - Prob. 18.19PCh. 18.14 - Prob. 18.20PCh. 18.15 - 2,4-Dinitrophenylhydrazine is frequently used for...Ch. 18.15 - Prob. 18.22PCh. 18.15 - Prob. 18.23PCh. 18.16 - Prob. 18.24PCh. 18.16 - Prob. 18.25PCh. 18.16 - Show what alcohols and carbonyl compounds give the...Ch. 18.16 - In the mechanism for acetal hydrolysis shown, the...Ch. 18.16 - Prob. 18.28PCh. 18.17 - Show how you would accomplish the following...Ch. 18.18 - Prob. 18.30PCh. 18.18 - Prob. 18.31PCh. 18.18 - Prob. 18.32PCh. 18.18 - Show how Wittig reactions might be used to...Ch. 18.19 - Predict the major products of the following...Ch. 18.20C - Prob. 18.35PCh. 18.20C - Predict the major products of the following...Ch. 18 - Draw structures of the following derivatives. a....Ch. 18 - Prob. 18.38SPCh. 18 - Predict the major products of the following...Ch. 18 - Rank the following carbonyl compounds in order of...Ch. 18 - Acetals can serve as protecting groups for...Ch. 18 - Sketch the expected proton NMR spectrum of...Ch. 18 - A compound of formula C6H10O2 shows only two...Ch. 18 - The proton NMR spectrum of a compound of formula...Ch. 18 - The following compounds undergo McLafferty...Ch. 18 - An unknown compound gives a molecular ion of m/z...Ch. 18 - Show how you would accomplish the following...Ch. 18 - Prob. 18.48SPCh. 18 - Prob. 18.49SPCh. 18 - Propose mechanisms for the following reactions.Ch. 18 - Show how you would accomplish the following...Ch. 18 - Show how you would synthesize the following...Ch. 18 - Predict the products formed when cyclohexanone...Ch. 18 - Predict the products formed when...Ch. 18 - Show how you would synthesize octan-2-one from...Ch. 18 - Prob. 18.56SPCh. 18 - Both NaBH4 and NaBD4 are commercially available,...Ch. 18 - When LiAIH4 reduces 3-methylcyclopentanone, the...Ch. 18 - Prob. 18.59SPCh. 18 - Show how you would accomplish the following...Ch. 18 - There are three dioxane isomers 1,2-dioxane,...Ch. 18 - Two structures for the sugar glucose are shown on...Ch. 18 - Prob. 18.63SPCh. 18 - Prob. 18.64SPCh. 18 - Prob. 18.65SPCh. 18 - Prob. 18.66SPCh. 18 - Within each set of structures, indicate which will...Ch. 18 - Prob. 18.68SPCh. 18 - Prob. 18.69SPCh. 18 - Prob. 18.70SPCh. 18 - The UV spectrum of an unknown compound shows...Ch. 18 - a. Simple aminoacetals hydrolyze quickly and...Ch. 18 - The mass spectrum of unknown compound A shows a...Ch. 18 - Prob. 18.74SPCh. 18 - Prob. 18.75SPCh. 18 - Prob. 18.76SPCh. 18 - Prob. 18.77SP
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
- What is the name of the major product formed during the reaction between berzoyl chloride and phenol? a. phenyl benzoate b. benzyl ester C. cyclopentanoate d. benzyl phenoate e. benzenecarboxylic acid O a O b O c earrow_forwardFLAVORANTS: Identify the aldehyde and ketone-containing flavoring compound from each following sources. Choose your best answer from the choices below A. 2-Octanone B. Citral C. Benzaldehyde D. Vanillin E. Cinnamaldehyde F. a-Damascone 1. Вerry 2. Mushroom 3. Lemongrass 4. Cinnamon 5. Almonds Idchyde or ketone formed froarrow_forwardHelparrow_forward
- 1. An alkene reacts with water with an acid catalyst results into a formation of: A. Aldehyde B. Ketone C. Alcohol D. Ester 2. 3-Methylhexanal with K2Cr2O7 will yield: A. 3-Methyl-1-hexanol B. 3-Methylhexanoic acid C. 3-Methyl-1-hexanone D. 3-Methyl-1-hexanethiol 3. This is a reverse process of Hydration reaction: A. Oxidation reaction B. Reduction reaction C. Dehydration reaction D. Hydration reaction 4. Acetic acid reacts with a strong base forms: A. Salt B. Water C. Salt and Water D. No reaction 5. Ketones can be further oxidized with benedict's solution into: A. Alcohol B. Aldehyde C. Catalysts D. No reactionarrow_forwardShow how to convert cyclohexanol to these compounds. a. Cyclohexene b. Cyclohexane c. Cyclohexanone d. Bromocyclohexanearrow_forwardConsider the structure of pent-2-ene, if it undergoes ozonolysis, which of the following final product is formed? a.Ethanal and Propanal b.Ethanal and Propanone c.CO2 and Propanal d.Ethanal and CO2arrow_forward
- What is the major organic product obtained from the following reaction? A. 3-hydroxypropanoic acid B. 3-oxopropanoic acid C. propanedioic acid D. 1,3-propanediolarrow_forwardAcetal and Hemiacetal formation: c. Acetal/hemiacetal CH 3 ty CH H3C [ a. hemiacetal H3C d. Cyclic hemiacetal Gyertych OH Esterification/Amidation: e. Fisher esterification OH + CH₂OH + H3C CH3 H OH + CH3OH H [H*] H₂SO4 H™ a. hemiacetal b.acetal + H₂Oarrow_forwardb. Which of the following is the structure of acetic anhydride? si OH c. When 4-ethoxyaniline reacts with acetic anhydride, what new functional group or type of compound is formed? O acid anhydride acetal amide O esterarrow_forward
- Instructions: Draw out each compound to clearly show what groups are bonded to the carbonyl carbon. Label each compound as a carboxylic acid, ester, or amide. a. CH3CH2CO2CH2CH3 b. CH3CONHCH3 c. (CH3)3CCO2H d. (CH3)2CHCON(CH3)2 Instructions: Give the IUPAC name for each compound. A. CH₂ CH₂CH₂CH₂CCH₂COOH CH3 B. CH₂CHCH₂CH₂COOH CH₂COOH CH₂CH3 C. (CH,CH,),CHCH,CHCOOH Instructions: Give the structure corresponding to each IUPAC name. a. 2-bromobutanoic acid b. 2,3-dimethylpentanoic acid c. 2-ethyl-5,5-dimethyloctanoic acid d. 3,4,5,6-tetraethyldecanoic acidarrow_forwardон C-H ÓR Compound that contains a group like that shown above. a. acetal Ob. aldehyde c. Benedict's reagent d. carbonyl Oe. hemiacetal Of. hemiketal Og. hydrolysis h. ketal i. ketone Oj. Tollen's reagent 2.arrow_forwardChoose an IUPAC name for the structure in 13-1 O a. Benzylcyclohexyl ether O b. ortho-Cyclohexylbenzoic acid O c Cyclohexyl benzoate O d. Benzoylcyclohexyl anhydride e. Cyclohexylbenzoic acid Choose an IUPAC name for the structure in 13-J a. Butanoic ethanoic ester O b. Butanoyl ethanoyl anhydride О с. Butanoic ethanoic anhydride O d. Butanoic ethanoic ether O e. Ethanoic butanoic anhydridearrow_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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Alcohols, Ethers, and Epoxides: Crash Course Organic Chemistry #24; Author: Crash Course;https://www.youtube.com/watch?v=j04zMFwDeDU;License: Standard YouTube License, CC-BY