Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 10, Problem 36P
Interpretation Introduction
Interpretation: The number of rings and pi bonds for the given molecular formula
Concept introduction: The formula to calculate the number of degree of unsaturation is,
Where,
•
•
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The unsaturation number or degree of unsaturation (U) can be used to determine the number of rings and multiple bonds in a compound from its molecular formula. Given a structure, you can determine the number of hydrogens without having to count them explicitly. Consider three compounds and their degree of unsaturation.
(a) A compound A has the molecular formula C7H13ClN2OC7H13ClN2O. How many rings and/or π bonds does it contain?
How many degrees of unsaturation (double bond equivalents) does C4H10ClNO have?
DHA is a fatty acid derived from fish oil and an abundant fatty acid in vertebrate brains. Hydrogenation of DHA forms docosanoic acid [CH3(CH2)20CO2H], and ozonolysis forms CH3CH2CHO, CH2(CHO)2 (five equivalents), and HCOCH2CH2CO2H. What is the structure of DHA if all double bonds have the Z configuration?
Chapter 10 Solutions
Organic Chemistry (6th Edition)
Ch. 10.1 - Prob. 1PCh. 10.2 - Problem 10.2 How many degrees of unsaturation are...Ch. 10.3 - Give the IUPAC name for each alkene. abcdeCh. 10.3 - Give the IUPAC name for each polyfunctional...Ch. 10.3 - Prob. 9PCh. 10.6 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10.7 - Prob. 12PCh. 10.9 - Problem 10.13 What product is formed when each...Ch. 10.9 - Prob. 14PCh. 10.10 - Problem 10.15 Draw the products formed when each...
Ch. 10.10 - Prob. 16PCh. 10.10 - Prob. 17PCh. 10.10 - Addition of HBr to which of the following alkenes...Ch. 10.11 - Problem 10.19 Draw the products, including...Ch. 10.11 - Prob. 20PCh. 10.12 - Problem 10.21 What two alkenes give rise to each...Ch. 10.12 - Prob. 22PCh. 10.13 - Problem 10.23 Draw the products of each reaction,...Ch. 10.14 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10.15 - Prob. 25PCh. 10.16 - Problem 10.26 What alkylborane is formed from...Ch. 10.16 - Draw the products formed when each alkene is...Ch. 10.16 - What alkene can be used to prepare each alcohol as...Ch. 10.16 - Prob. 29PCh. 10.17 - Draw the products of each reaction using the two...Ch. 10.18 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 43PCh. 10 - Prob. 44PCh. 10 - Prob. 45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 53PCh. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 60PCh. 10 - Prob. 61PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...
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
- Draw all of the constitutional isomers with molecular formula of C6H12 that possess one pi bond. Don't include cyclic structures.arrow_forwardDraw the structure of the two tertiary (3°) amines with molecular formula C6H15N that contain a group with 3 carbon atoms in the largest group. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms.arrow_forwardUsing Hydrogenation Data to Determine the Number of Rings and π Bonds in a Molecule How many rings and π bonds are contained in a compound of molecular formula C8H12 that is hydrogenated to a compound of molecular formula C8H14?arrow_forward
- Sketch a plausible Molecular Orbital diagram for trimethylenemethane. ง H₂Ċ Н2С C=CH2arrow_forwardProvide a complete, labeled orbital diagram for 1-fluoro-butadiene (FHC=CH-CH=CH2). Indicate all bond types (including which orbitals have overlapped to form each bond) and bond angles.arrow_forwardHow many rings and a bonds does a compound with molecular formula C10H14 possess? List all possibilities.arrow_forward
- The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energyarrow_forwardC5H8 has two elements of unsaturation (right?), which may indicate the presence of either double bonds or triple bonds or rings. Show all the possible structuresarrow_forwardThe pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energy. (continued)762 CHAPTER 15 Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy(e) Show how many electrons are in each MO for the pentadienyl radical (ground state).(f) Show how your molecular orbital picture agrees with the resonance picture showing delocalization of the unpairedelectron onto three carbon atoms.(g) Remove the highest-energy electron from the pentadienyl radical to give the pentadienyl cation. Which carbon atomsshare the positive charge? Does this picture agree with the resonance picture?(h) Add an…arrow_forward
- There are three different dichloroethylenes (molecular for-mula C₂H₂Cl₂), which we can designate X, Y, and Z. CompoundX has no dipole moment, but compound Z does. Compounds Xand Z each combine with hydrogen to give the same product:C₂H₂Cl₂ (X or Z) +H₂→ClCH2-CH2Cl What are the structures of X, Y, and Z? Would you expect com-pound Y to have a dipole momenarrow_forwardFor which compound containing a heteroatom (an atom other than carbon or hydrogen) does the molecular ion have an even-numbered mass? For which does it have an odd-numbered mass? Q.) A bromoalkane with the molecular formula CnH2n11Brarrow_forwardExplain the Carbon-Carbon σ Bond Length in Buta- 1,3-diene ?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning