General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 16.5, Problem 16.9P
Interpretation Introduction
(a)
Interpretation:
The constitutional isomer of 3-heptanone must be drawn that does not react with Tollens reagent.
Concept Introduction:
Tollens reagent is a mixture of silver nitrate, sodium hydroxide, and ammonia. It is used in the laboratory to analyze the presence of
Interpretation Introduction
(b)
Interpretation:
The constitutional isomer of 3-heptanone must be drawn that reacts with Tollens reagent.
Concept Introduction:
Tollens reagent is a mixture of silver nitrate, sodium hydroxide, and ammonia. It is used in the laboratory to analyze the presence of aldehyde. This reagent converts aldehyde into a carboxylic acid. In the silver mirror's test, Tollens reagent is used to identify the functional group on the molecule.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
(a) Draw the structure of the hemiacetal formed from one mole of benzaldehyde and one mole of
ethanol.
(b) Draw the structure of the acetal formed from one mole of benzaldehyde and two moles of ethanol.
(c) Draw the structure of 2-methoxy-2-butanol. What compounds could you prepare this from?
The odor of ripe bananas and many other fruits is due to the presence of esters. For example: Banana oil (isopentyl acetate)
(a) Write the name (common or IUPAC) of the ester responsible for the fragrance of the following: pineapple, orange, apple, peach, & lavender
(b) Choose one fragrant from (a) and name the alcohol and the carboxylic acid needed to synthesize this ester.
(c) Show the detailed mechanism of the Fischer Esterification reaction that will be involved in the synthesis of the fragrant you have chosen in part (a).
(a) Draw the structure of the hemiacetal formed from one mole of benzaldehyde and one mole of
ethanol.
(b) Draw the structure of the acetal formed from one mole of benzaldehyde and two moles of ethanol.
(c) Draw the structure of 2-methoxy-2-butanol. What compounds could you prepare this from?
(d) Draw the structure of 3-methoxyl-2-butanol. What functional groups are present? Is this an acetal, a
hemiacetal, or neither? Explain.
(e) Identify the functional groups in the molecules shown below. Circle any acetals or hemiacetal, and
identify which they are.
0-
Chapter 16 Solutions
General, Organic, and Biological Chemistry - 4th edition
Ch. 16.1 - Prob. 16.1PCh. 16.1 - Draw the structure of the three constitutional...Ch. 16.2 - Give the IUPAC name for each aldehyde. a. (...Ch. 16.2 - Give the structure corresponding to each TUPAC...Ch. 16.2 - Prob. 16.4PCh. 16.2 - Prob. 16.2PPCh. 16.2 - Give the structure corresponding to each name. a....Ch. 16.3 - Which compound in each pair has the higher boiling...Ch. 16.3 - Acetone and progesterone are two ketones that...Ch. 16.4 - Prob. 16.8P
Ch. 16.5 - What product is formed when each carbonyl compound...Ch. 16.5 - Prob. 16.4PPCh. 16.5 - Prob. 16.9PCh. 16.6 - Prob. 16.5PPCh. 16.6 - Prob. 16.10PCh. 16.6 - Prob. 16.11PCh. 16.7 - Prob. 16.12PCh. 16.8 - Prob. 16.6PPCh. 16.8 - Prob. 16.7PPCh. 16.8 - Prob. 16.13PCh. 16.8 - Prob. 16.8PPCh. 16.8 - Label the three acetalsin solanine, the toxic...Ch. 16.8 - Prob. 16.14PCh. 16.8 - Prob. 16.10PPCh. 16 - Prob. 15PCh. 16 - Prob. 16PCh. 16 - Prob. 17PCh. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Give an acceptable name for each ketone. a. b. c....Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Draw the structure corresponding to each name. a....Ch. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Draw out the structure of benzaldehyde, including...Ch. 16 - Prob. 34PCh. 16 - Which compound in each pair has the higher boiling...Ch. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - Prob. 43PCh. 16 - Prob. 44PCh. 16 - Prob. 45PCh. 16 - Consider the following ball-and-stick model....Ch. 16 - Prob. 47PCh. 16 - Prob. 48PCh. 16 - Prob. 49PCh. 16 - Prob. 50PCh. 16 - Prob. 51PCh. 16 - Prob. 52PCh. 16 - Prob. 53PCh. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - Prob. 57PCh. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Label the functional group(s) in each compound as...Ch. 16 - Prob. 61PCh. 16 - Prob. 62PCh. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - Prob. 65PCh. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - Prob. 69PCh. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Answer each question about phenylacetaldehyde,...Ch. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 16 - Three constitutional isomers of molecular formula...Ch. 16 - Identify A—C in the following reaction sequenceCh. 16 - Androsterone is a male sex hormone that controls...Ch. 16 - Prob. 82PCh. 16 - Prob. 83PCh. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - Paraldehyde, a hypnotic and sedative once commonly...Ch. 16 - Prob. 87PCh. 16 - Prob. 88PCh. 16 - Prob. 89CPCh. 16 - Prob. 90CP
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
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)CH3CH2CH2CO2H(l)+CH2CH3OH(l)⟶H+CH3CH2CH2CO2CH2CH3(l)+H2O(l) A chemist ran the reaction and obtained 5.40 g of ethyl butyrate. What was the percent yield, The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.45g of butanoic acid and excess ethanol?arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Part A Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. Part B A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. Part C The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…arrow_forward
- Give TWO reagents to distinguish cyclohexanone from hexanal.arrow_forwardDraw the keto and enol forms of (a) propanal and (b) 3-pentanone.arrow_forward(a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C=C and an OH group. 2-methylcyclohexanonearrow_forward
- 6) Which is the organic product for the following reaction? (a) (b) (c) (d) сон COOH ОН ОН COOH COOH KMnO4 H2Oarrow_forwardDraw a structural formula of the principal product formed when ethyl benzoate is treated with reagent. Q.) DIBALH (-78°C), then H2Oarrow_forwardWrite down the reaction of acetaldehyde with the following. (a) Tollens' reagent (b) 2,4-dinitrophenylhydrazine (c) l₂ / NaOHarrow_forward
- Ciprofloxacin is a member of the fluoroquinolone class of antibiotics.(a) Which of its rings are aromatic?arrow_forward6. Describe concisely a chemical test to distinguish between the following pairs of compounds. (a) n-pentanol and 3-methylpentan-3-ol (b) Ethanal dan pentanal (c) Phenol and benzoic acidarrow_forward11) Synthesize 2-methyl-3-hydroxycyclohexone from cyclohexone, methyl iodide, and inorganic precursors.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY