
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 9.SE, Problem 46AP
A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the Lindlar catalyst, 1 equivalent of Η2 is absorbed. On hydrogenation overa palladium catalyst, 3 equivalents of Η2 are absorbed.
(a) How many degrees of unsaturation are present in the unknown structure?
(b) How many triple bonds are Present?
(c) How many double bonds are present?
(d) How many rings are present?
(e) Draw a structure that fits the data.
Expert Solution & Answer

Trending nowThis is a popular solution!

Students have asked these similar questions
Alcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The
reaction mechanism typically involves a carbocation intermediate.
>
3rd attempt
3343
10
8
Draw arrows to show the reaction between the alkene and hydronium ion.
that
2nd attempt
Feedback
1st attempt
تعمال
Ju See Periodic Table See Hint
F
D
Ju See Periodic Table See Hint
Draw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product.
4th attempt
Π
Draw the simplified curved arrow mechanism
T
3rd attempt
Feedback
Ju
See Periodic Table See Hint
H
-H
H
-I
H
F
See Periodic Table See Hint
Select the correct reagent to accomplish the first step of this reaction. Then draw a mechanism on the Grignard reagent using curved arrow notation
to show how it is converted to the final product.
4th attempt
Part 1 (0.5 point)
Select the correct reagent to accomplish the first step of this reaction.
Choose one:
OA Mg in ethanol (EtOH)
OB. 2 Li in THF
O C. Li in THF
D. Mg in THF
O E Mg in H2O
Part 2 (0.5 point)
Br
Part 1
Bri
Mg
CH
B
CH,
1 Draw intermediate here, but no arrows.
©
TE
See Periodic Table See Hint
See Hint
ין
H
Chapter 9 Solutions
Organic Chemistry
Ch. 9.1 - Prob. 1PCh. 9.1 - Prob. 2PCh. 9.3 - What products would you expect from the following...Ch. 9.4 - Prob. 4PCh. 9.4 - Prob. 5PCh. 9.4 - Prob. 6PCh. 9.4 - Prob. 7PCh. 9.5 - Using any alkyne needed, how would you prepare the...Ch. 9.7 - The pKa of acetone, CH3COCH3, is 19.3. Which of...Ch. 9.8 - Prob. 10P
Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
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
- Select the product for the following reaction. HO HO PCC OH ○ OH O HO ○ HO HO HOarrow_forward5:45 Х Select the final product for the following reaction sequence. O O 1. Mg. ether 2.D.Oarrow_forwardBased on the chart Two similarities between the molecule with alpha glycosidic linkages. Two similarities between the molecules with beta glycosidtic linkages. Two differences between the alpha and beta glycosidic linkages.arrow_forward
- please help fill in the tablearrow_forwardAnswer F pleasearrow_forward4. Refer to the data below to answer the following questions: The octapeptide saralasin is a specific antagonist of angiotensin II. A derivative of saralasin is used therapeutically as an antihypertensive. Amino acid analysis of saralasin show the presence of the following amino acids: Ala, Arg, His, Pro, Sar, Tyr, Val, Val A.Sar is the abbreviation for sarcosine, N-methyl aminoethanoic acid. Draw the structure of sarcosine. B. N-Terminal analysis by the Edman method shows saralasin contains sarcosine at the N-terminus. Partial hydrolysis of saralasin with dilute hydrochloric acid yields the following fragments: Tyr-Val-His Sar-Arg-Val His-Pro-Ala Val-Tyr-Val Arg-Val-Tyr What is the structure of saralasin?arrow_forward
- What is the structure of the DNA backbone?arrow_forwardPLEASE PLEASE PLEASE use hand drawn structures when possarrow_forward. M 1- MATCH each of the following terms to a structure from the list below. There is only one correct structure for each term and structures may be used more than once. Place the letter of the structure in the blank to the left of the corresponding term. A. Sanger dideoxy method C. Watson-Crick B. GAUCGUAAA D. translation E. HOH2C OH OH G. transcription I. AUGGCUGAG 0 K. OPOH2C 0- OH N- H NH2 F. -OPOH2C 0- OH OH H. Maxam-Gilbert method J. replication N L. HOH2C a. b. C. d. e. f. g. B M. AGATCGCTC a pyrimidine nucleoside RNA base sequence with guanine at the 3' end. DNA base sequence with cytosine at the 3' end. a purine nucleoside DNA sequencing method for the human genome 2'-deoxyadenosine 5'-phosphate process by which mRNA directs protein synthesis OH NH2arrow_forward
- Please use hand drawn structures when neededarrow_forwardB. Classify the following amino acid. Atoms other than carbon and hydrogen are labeled. a. acidic b. basic C. neutral C. Consider the following image. Which level of protein structure is shown here? a. primary b. secondary c. tertiary d. quaternary D. Consider the following image. H RH H HR H R HR HR RH Which level of protein structure is shown in the box? a. primary b. secondary R c. tertiary d. quaternary コー Rarrow_forwardBriefly answer three from the followings: a. What are the four structures of the protein? b. Why is the side chain (R) attached to the alpha carbon in the amino acids is important for the function? c. What are the types of amino acids? And how is it depend on the (R) structure? d. Write a reaction to prepare an amino acid. prodarrow_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 LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples 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 EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary 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
Characteristic Reactions of Benzene and Phenols; Author: Linda Hanson;https://www.youtube.com/watch?v=tjEqEjDd87E;License: Standard YouTube License, CC-BY
An Overview of Aldehydes and Ketones: Crash Course Organic Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=-fBPX-4kFlw;License: Standard Youtube License