Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 11.1, Problem 1P
Neopheliosyne B is a novel acetylenic fatty acid isolated from a New Caledonian marine sponge. (a) Label the most acidic H atom. (b) Which carbon-carbon
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Chapter 11 Solutions
Organic Chemistry (6th Edition)
Ch. 11.1 - Problem 11.1 Neopheliosyne B is a novel acetylenic...Ch. 11.2 - Give the IUPAC name for each compound.Ch. 11.2 - Give the structures corresponding to each of the...Ch. 11.3 - Prob. 4PCh. 11.5 - Prob. 5PCh. 11.6 - Which bases can deprotonate acetylene? The pKa...Ch. 11.7 - Draw the organic products formed when each alkyne...Ch. 11.7 - Draw additional resonance structures for each...Ch. 11.8 - Problem 11.9 Draw the products formed when is...Ch. 11.8 - Explain the following result. Although alkenes...
Ch. 11.9 - Problem 11.11 Draw the keto tautomer of each...Ch. 11.9 - Prob. 12PCh. 11.9 - a Draw two different enol tautomers of...Ch. 11.10 - Prob. 14PCh. 11.10 - Problem 11.15 Draw the organic products formed in...Ch. 11.11 - Problem 11.16 What acetylide anion and alkyl...Ch. 11.11 - Problem. 11.17 Show how , and can be used to...Ch. 11.11 - Prob. 18PCh. 11.11 - Draw the products of each reaction. a. b.Ch. 11.11 - Prob. 20PCh. 11 - Prob. 25PCh. 11 - 11.25 Answer the following questions about...Ch. 11 - 11.26 Give the IUPAC name for each alkyne.
a. ...Ch. 11 - Prob. 28PCh. 11 - Which of the following pairs of compounds...Ch. 11 - Prob. 30PCh. 11 - 11.30 How is each compound related to A? Choose...Ch. 11 - Prob. 32PCh. 11 - 11.33 Draw the products formed when is treated...Ch. 11 - What reagents are needed to convert (CH3CH2)3CCCH...Ch. 11 - 11.36 What alkynes give each of the following...Ch. 11 - 11.37 What alkyne gives each compound as the only...Ch. 11 - 11.38 Draw the organic products formed in each...Ch. 11 - 11.42 What reactions are needed to convert alcohol...Ch. 11 - 11.50 What acetylide anion and alkyl halide are...Ch. 11 - 11.52 Devise a synthesis of each compound using ...Ch. 11 - Prob. 58PCh. 11 - 11.59 N-Chlorosuccinimide (NCS) serves as a source...Ch. 11 - 11.60 Draw a stepwise mechanism for the following...Ch. 11 - 11.61 Draw a stepwise mechanism for the following...
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General Chemistry: Principles and Modern Applications (11th Edition)
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- When the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardUsing the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.arrow_forwardRank the following compounds in order of increasing basicity. CH3 CH3 O₂N ||| fo H3C CH3 CH3 IV A) || < | < V < III < IV B) || < V < | < ||| < IV C) IV < I< III < V < || D) || < V < ||| < | < |V H3Carrow_forward
- (a) Rank the following molecules from most acidic to least acidic. Use the format 1>2 if you want to indicufe lis more acidic than 2. circle the molecules which can be >50% deprotonated in water nor 요.. 애 2 ii 3 A 4arrow_forwardPQ-27. What is the product of this reaction? (A) 0 OH a (B) (D) H₂ Ptarrow_forwardQ4 (a) Calculate the pOH pf following solutions: (i) 0.01M solution of KOH considering 100% dissociation. (ii) 0.1M solution of NH4OH considering 5% dissociation. (b) Write IUPAC name to the following hydrocarbons and justify the answer. (i) (ii)arrow_forward
- Explain the cooling effect experienced when etha- nol is rubbed on your skin, given that 6.97 CH;OH(1) C,H;OH(g) AH° = 42.2 kJ/molarrow_forwardThe acid-catalyzed hydrolysis of an ester converts an ester into a carboxylic acid. Although there are two O atoms that can be protonated, the first step in the mechanism is believed to be protonation of the oxygen in the C=0 group. Based on charge stability, why is it favorable to protonate that oxygen? Hint: Draw out the products of each protonation. + Hо HO, НО Carboxylic acid Ester Alcoholarrow_forwardно HO но он The pK, of ascorbic acid (vitamin C) is 4.17, showing that it is slightly more acidic than acetic acid (CH3CO0H, pKa 4.74). (a) Show the fou r different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid. (b) Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic. (c) Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.arrow_forward
- Briefly, but clearly, explain why the –OH hydrogen in acetic acid (CH3CO2H) is more acidic than in ethanol (C2H5OH).arrow_forwardPQ-10. What is the major product of this reaction? 1) LiAlH4, Et₂O 2) H3O+ OH OH OH (A) (B) (C) (D) OHarrow_forwardAn organic acid can be represented by: ‖ CH3 – CH2 – C – H O ‖ CH3 – CH2 – C – OH O ‖ CH3 – C – CH3 CH3 – CH2 - O – CH3arrow_forward
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