ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 3, Problem 3.45SP
- a. Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial.
- b. Label the higher-energy conformation and the lower-energy conformation.
- c. The energy difference in these two conformations has been measured to be about 23 kJ (5.4 kcal) per mole. How much of this energy difference is due to the torsional energy of gauche relationships?
- d. How much energy is due to the additional steric strain of the 1,3-diaxial interaction?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Give the organic product:
O A
O B
Ос
○ D
-NH–CH3
+
CH3
CH3
NEN C
?
A
CH3
CH3
NH-
CH3
B
CH3
CH3
N=N-
C
CH3
CH3
N=NNH
CH3
D
CH3
N=N
CH3
NHCH3
LNH CHO
Finish the reaction- hand written please
Give the organic products: (benzyne)
Br
?
CH3
+
K* :NH,
liq NH3
HINT: Two products are formed. Each is a substituted aniline;
they are isomers of each other.
NH2
II
I
H₂N.
CH3
CH3
III
Select one:
○ A. I and II
○ B. I and III
O C. I and IV
O D. II and III
O E. III and IV
H₂N
CH3
IV
CH₂-NH2
Chapter 3 Solutions
ORGANIC CHEMISTRY
Ch. 3.2 - Using the general molecular formula for alkanes:...Ch. 3.3B - Name the following alkanes and haloalkanes. When...Ch. 3.3B - Write structures for the following compounds. a....Ch. 3.3B - Provide IUPAC names for the following compounds....Ch. 3.3B - Prob. 3.5PCh. 3.3B - Prob. 3.6PCh. 3.3B - Prob. 3.7PCh. 3.3B - Draw the structures of the following compounds. a....Ch. 3.3B - Without looking at the structures, give molecular...Ch. 3.4C - Prob. 3.10P
Ch. 3.7B - Prob. 3.11PCh. 3.7C - Draw a graph similar to Figure 3-9, of the...Ch. 3.8B - Draw a graph similar to Figure 3-11, of the...Ch. 3.9 - Draw a perspective representation of the most...Ch. 3.10C - Give IUPAC names for the following compounds.Ch. 3.10C - Draw the structure and give the molecular formula...Ch. 3.11 - Which of the following cycloalkanes are capable of...Ch. 3.11 - Give IUPAC names for the following cycloalkanes.Ch. 3.12B - The heat of combustion of...Ch. 3.12C - Prob. 3.20PCh. 3.13B - The cyclohexane chair shown in Figure 3-22 has the...Ch. 3.13B - Draw 1,2,3,4,5,6-hexamethylcyclohexane with all...Ch. 3.14 - Prob. 3.23PCh. 3.14 - Prob. 3.24PCh. 3.14 - Draw the most stable conformation of a....Ch. 3.15 - Prob. 3.26PCh. 3.15 - a. Draw both chair conformations of cis-1...Ch. 3.15 - Prob. 3.28PCh. 3.15A - Draw the two chair conformations of each of the...Ch. 3.15B - Draw the most stable conformation of a....Ch. 3.16A - Name the following compounds.Ch. 3.16B - Prob. 3.32PCh. 3 - Prob. 3.33SPCh. 3 - Prob. 3.34SPCh. 3 - 3-35 a. Draw and name the five cycloalkane...Ch. 3 - Draw the structure that corresponds with each...Ch. 3 - Each of the following descriptions applies to more...Ch. 3 - Write structures for a homologous series of...Ch. 3 - Prob. 3.39SPCh. 3 - Construct a graph, similar to Figure 3-11, of the...Ch. 3 - The following names are all incorrect or...Ch. 3 - In each pair of compounds, which compound has the...Ch. 3 - There are eight different five-carbon alkyl...Ch. 3 - Use a Newman projection about the indicated bond...Ch. 3 - a. Draw the two chair conformations of...Ch. 3 - Draw the two chair conformations of each compound,...Ch. 3 - Using what you know about the conformational...Ch. 3 - Prob. 3.48SPCh. 3 - Draw Newman projections along the C3C4 bond to...Ch. 3 - Prob. 3.50SPCh. 3 - The most stable form of the common sugar glucose...Ch. 3 - This is a Newman projection of a substituted...
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
- Predict the major products of this organic reaction: HBr (1 equiv) cold ? Some important notes: • Draw the major product, or products, of this reaction in the drawing area below. • You can draw the products in any arrangement you like. • Pay careful attention to the reaction conditions, and only include the major products. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. • Note that there is only 1 equivalent of HBr reactant, so you need not consider the case of multiple additions. Erase something Explanation Check 2025 McGraw Hill LLC. All Rights Reserved. Terarrow_forwardQ14. Fill this chart: (please refer to ppt notes/browser to answer these questions) What alcohol is also called wood alcohol? What is the common name of ethanol? Draw the structure of phenol and thiophene? Are bigger chain alcohol like heptanol and octanol are soluble or insoluble in water and explain it ? Are ethers soluble or insoluble in water? What suffix and prefix are used for alcohol while naming alcohol and ether? What the process called when we add water to any alkene to make alcohol? Q16. Draw the diagram of following aromatic compound (practice from previous module) Aniline Phenol Benzoic acid Methyl benzoate Q17. a. Write the oxidation reactions for the 2 propanol. b. Write the oxidation reaction of the ethanol.arrow_forwardQuestion 11 of 18 (1 point) Question Attempt: 3 of How many signals do you expect in the 'H NMR spectrum for this molecule? Br Br Write the answer below. Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: In this question, any multiplet is counted as one signal. Number of signals in the 'H NMR spectrum. 1 For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in top molecule Check For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box…arrow_forward
- Organic Chemistry Esterification reactions 1. Write the steps to prepare ester. 2. Write complete reaction of ethanol and acetic acid to make ester. 3. What does ester smell like? What are the uses of ester. 4. What the role of sulfuric acid in the esterification reactionarrow_forward11. Complete the following esterification reaction with names of all the reactants and products under. Hint: Remove the water and end up with ester R-C-OH + ROH R-C-OR + H₂O A carboxylic acid An alcohol An ester Water BYJU'S H-C-C O-H Нин C-C-C-H HAAA H O-C-C-C-H AAA Ethanoic acid Propanol Water Propyl ethanoate By com CH3COOH + CH3CH2CH2CH₂CH₂OH → Practice for alcohols aldehydes and ketones: 12. Draw the structures from the following names mixed of alcohol/aldehyde and ketone: a. 4-methyl cyclohexanone b. 3-methyl-2-pentenal c. 2,3-dimethylcyclohexanone d. 1,3propanediol or Propane 1,3 diol 13. Write systematic names for the following compounds identify functional group: a. b. (CH3)2CH-C OH c) CH(CH₂)-- OH -,-,arrow_forwardmay you please show all steps! i am having a hard time understanding and applying in this format, thank you!arrow_forward
- 10. Complete the substitution reaction of 2 pentanol with these reagents. Reagents & Reaction Conditions use practice sheet. Please write only major products, minor product like water, other gases are not required. Hint: In substitution of alcohol, we generally substitute OH group with Halogens like cl, Br, F using some reagent containing halogens. Ensure to add halogens to the same carbon number where you are removing OH from Examples Alcohols can be converted to Alkyl Halides with HX acids HBr H₂O HCI + H₂O HI + H₂O CH,CH₂OH + SOCI₂ CH,CH₂OH + PCI₁₂ A BBYJU'S CH CHCI + SO₂+ HCI CH₂CH CIP(OH), + HCI CH,CH₂OH + PCI CHCHCI + POCI + HCI CH,CH₂OH + PBr, CH,CH,Br + P(OH), + HBr 1. Reaction with HBr with 2 Pentanol 2.Reaction with HI with 2 pentanol © Byjus.com 3.Reaction with HCI+ZnCl,, with 2 pentanol (Zncl2 is catalyst no role) 4.Reaction with SOCI,, with 2 Pentanol 5.Reaction with PBr; or PCl, with 2 pentanolarrow_forward3. Is 2-methyl-2-propanol a primary, secondary, or tertiary alcohol? Write out the structures of 2-methyl-2-propanol and also any oxidation products of 2- methyl-2- propanol. If there is more than one oxidation product, give the structure of each of the products. 4. 2-Propanol is the IUPAC systematic name of this alcohol. It has a common name by which it is much better known (You'll see it in the grocery store or pharmacy). Give that common name 5. Aldehydes can be synthesized by the oxidation of. Please choose from below choices A. Primary alcohols B. Secondary alcohols C. Organic acids D. Inorganic acids 6. Tertiary alcohol Can undergo oxidation. yes or no. ? If yes then answer the product.arrow_forwardFinish the reactions hand written pleasearrow_forward
- Part A Identify each alcohol as primary, secondary, or tertiary Drag the appropriate items to their respective bins. CH₂ H₂C- -C-OH HO CH₂ Primary Он OH CH₂ OH CCH₂OH CH₂ сн Secondary Tertiary Reset Help CH,CH₂ (CH)CHCH,OH CH,CH,CH,CCH, CHOH CH₂ Different types of alcohol groups Alcohol and its reaction: 8. Combing two alcohol molecules below and completing the reaction with Product .( Hint Reaction called etherification as ether is formed and name the ether once you complete the reaction. Hint.: R-O-H+H-O-RR-O-R Do the reaction: CH₂OH + CH₂OH---→ + H-O-H 9. Write the reaction of formation of alcohol from alkene by adding water: Addition reaction also called hydration reaction as we are adding water which occur always in presence of acid Hint: Break the double bond and add H and OH if symmetrical then add anywhere if unsymmetrical then follow Markovnikov rule H should go to that double bone carbon which has more hydrogen CH2=CH2 + H₂O-→arrow_forwardComplete the reaction hand written pleasearrow_forwardPredict the major products of this organic reaction: HBr (1 equiv) cold ? Some important notes: • Draw the major product, or products, of this reaction in the drawing area below. • You can draw the products in any arrangement you like. • Pay careful attention to the reaction conditions, and only include the major products. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. • Note that there is only 1 equivalent of HBr reactant, so you need not consider the case of multiple additions. dm Re Explanation Check ©2025 McGraw Hill LLC. All Rights Reserved. Termarrow_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: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License