Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 30, Problem 30.14P
Write a stepwise mechanism for the following reaction.
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Part I.
Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff:
Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone
and
(3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism
the formation of the products
For
Show the mechanism for these reactions
Draw the stepwise mechanism
Chapter 30 Solutions
Organic Chemistry
Ch. 30 - Problem 31.1
One component of jojoba oil is a wax...Ch. 30 - Prob. 30.2PCh. 30 - Problem 31.3
Draw the products formed when...Ch. 30 - Problem 31.4
The main fatty acid component of the...Ch. 30 - Prob. 30.5PCh. 30 - Problem 31.6
Draw the structure of a lecithin...Ch. 30 - Prob. 30.7PCh. 30 - Problem 31.8
Why are phospholipids, but not...Ch. 30 - Problem 31.9
Explain why regularly ingesting a...Ch. 30 - Prob. 30.10P
Ch. 30 - Problem 31.10
Locate the isoprene units in each...Ch. 30 - Prob. 30.12PCh. 30 - Problem 31.11
Locate the isoprene units in...Ch. 30 - Problem 31.12
Write a stepwise mechanism for the...Ch. 30 - Prob. 30.15PCh. 30 - Prob. 30.16PCh. 30 - Prob. 30.17PCh. 30 - Prob. 30.18PCh. 30 - 31.17 Locate the isoprene units in each...Ch. 30 - Prob. 30.20PCh. 30 - Prob. 30.21PCh. 30 - Prob. 30.22PCh. 30 - Prob. 30.23PCh. 30 - 31.22 What is the structure of an optically...Ch. 30 - Prob. 30.25PCh. 30 - 31.24 Draw the structure of the following...Ch. 30 - Prob. 30.27PCh. 30 - Locate the isoprene units in each compound. a. e....Ch. 30 - Classify each terpene and terpenoid in Problem...Ch. 30 - 31.29 An isoprene unit can be thought of as having...Ch. 30 - 31.30 Draw a stepwise mechanism for the conversion...Ch. 30 - Prob. 30.32PCh. 30 - Prob. 30.33PCh. 30 - Draw three-dimensional structures f or each...Ch. 30 - Prob. 30.35PCh. 30 - Prob. 30.36PCh. 30 - Prob. 30.37PCh. 30 - 31.38 Draw the products formed when cholesterol is...Ch. 30 - 31.39 Draw a stepwise mechanism for the following...Ch. 30 - 31.40 Draw a stepwise mechanism for the following...Ch. 30 - Prob. 30.41P
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- Draw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardDraw stepwise mechanismarrow_forward
- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: a) Give the major reason for the exposure of benzophenone al isopropyl alcohol (w/acid) to direct sunlight of pina colone Mechanism For b) Pinacol (2,3-dimethy 1, 1-3-butanediol) on treatment w/ acid gives a mixture (3,3-dimethyl-2-butanone) and 2, 3-dimethyl-1,3-butadiene. Give reasonable the formation of the productsarrow_forwardwhat are the Iupac names for each structurearrow_forwardWhat are the IUPAC Names of all the compounds in the picture?arrow_forward
- 1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)arrow_forward19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+arrow_forwardLi+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiClarrow_forward
- Q4: Write organic product(s) of the following reactions and show the curved-arrow mechanism of the reactions. Br MeOH OSO2CH3 MeOHarrow_forwardProvide the correct IUPAC name for the compound shown here. Reset cis- 5- trans- ☑ 4-6- 2- 1- 3- di iso tert- tri cyclo sec- oct but hept prop hex pent yl yne ene anearrow_forwardQ6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1 or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to stereochemistry. NaCN DMF Br σ Ilm... Br H Br H H NaCN CH3OH KOtBu tBuOH NaBr H₂O LDA Et2O (CH3)2CHOH KCN DMSO NaOH H₂O, A LDA LDA Systemarrow_forward
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