Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 6, Problem 52P
Propose a mechanism for the following reaction (show all curved arrows):
- a. Which step is the rate-determining step?
- b. What is the electrophile in the first step?
- c. What is the nucleophile in the first step?
- d. What is the electrophile in the second step?
- e. What is the nucleophile in the second step?
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a. Propose a mechanism for the following reaction:
b. A small amount of a product containing a six-membered ring is also formed. Draw the structure of that product.c. Why is so little six-membered ring product formed?
50. Why do we need to use lewis acids before electrophilic aromatic substitution reaction proceeds?
to produce a better nucleophile
to make the reaction proceed faster
to make the starting material more activated
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Which of the species in the
Figure can potentially react as
an electrophile or as a
nucleophile in different chemical
reactions?
A
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CH,- CH2- CH2-ÖH
CH3- CH2-C-H
CH3
CECH
O A. Compound C and D
B. Compound A
C. All these compounds can react as
nucleophiles or electrophiles.
D. Compound A and B
Chapter 6 Solutions
Essential Organic Chemistry, Global Edition
Ch. 6.1 - Draw the mechanism for the reaction of cyclohexene...Ch. 6.2 - a. How many bond orbitals are available for...Ch. 6.2 - Prob. 3PCh. 6.2 - Prob. 4PCh. 6.3 - Prob. 5PCh. 6.3 - Prob. 6PCh. 6.3 - Prob. 7PCh. 6.5 - Prob. 9PCh. 6.5 - Prob. 10PCh. 6.5 - a. What is the major product of each of the...
Ch. 6.5 - Prob. 12PCh. 6.6 - What stereoisomers are obtained from each of the...Ch. 6.6 - Prob. 14PCh. 6.8 - Prob. 15PCh. 6.10 - Name the following:Ch. 6.10 - Draw the structure for each of the following: a....Ch. 6.10 - Draw the structures for and name the seven alkynes...Ch. 6.10 - Name the following:Ch. 6.10 - Name the following:Ch. 6.11 - What hybrid orbitals are used to form the...Ch. 6.13 - Prob. 22PCh. 6.14 - Prob. 23PCh. 6.14 - Which alkyne would be the best one to use for the...Ch. 6.14 - Prob. 25PCh. 6.14 - Prob. 26PCh. 6.15 - Describe the alkyne you would start with and the...Ch. 6.15 - What are products of the following reactions?Ch. 6 - Prob. 29PCh. 6 - Prob. 30PCh. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - What is each compounds systematic name?Ch. 6 - Prob. 34PCh. 6 - Prob. 35PCh. 6 - What reagents could be used to carry out the...Ch. 6 - Prob. 37PCh. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41PCh. 6 - Prob. 42PCh. 6 - Answer Problem 42 using 2-butyne as the starting...Ch. 6 - What is each compounds systematic name?Ch. 6 - Prob. 45PCh. 6 - Prob. 46PCh. 6 - Prob. 47PCh. 6 - Prob. 48PCh. 6 - Prob. 49PCh. 6 - Prob. 50PCh. 6 - Draw the keto tautomer for each of the following:Ch. 6 - Propose a mechanism for the following reaction...Ch. 6 - Prob. 53PCh. 6 - Prob. 54PCh. 6 - Prob. 55PCh. 6 - Propose a mechanism for the following reaction:Ch. 6 - Prob. 57PCh. 6 - Prob. 58PCh. 6 - Prob. 59PCh. 6 - Prob. 60PCh. 6 - Prob. 61PCh. 6 - Prob. 62P
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- S. Classify the following reagents as either nucleophiles or electrophiles: Znt, CH,NH2, HS, OH, , CH,COOH, H,SO,arrow_forwardRank the nucleophiles in each group in order of increasing nucleophilicity. a.−OH, −NH2, H2O b.−OH, Br−, F− (polar aprotic solvent) c.H2O, −OH, CH3CO2−arrow_forwarda. HO b. NH 33. Which is a better nucleophile? a. H₂O or HO c. H₂S b. NH3 or NH₂ C. CH, CO in a better leaving group. or CH3CH₂O d. -0 or -0arrow_forward
- 5. Predict the major product of the following reactions. A. + HBr В. HBr C. + H Br 6. Use curved arrows to show to show the mechanism of the reaction C above. Nucleophiles and Electrophiles 7. Label the electrophile and nucleophile in each step of the mechanism for question 6.arrow_forwardRank the nucleophiles in each group in order of increasing nucleophilicity. а. "ОН, NH, Ha0 b. "OH, Br", F (polar aprotic solvent) c. H20, "OH, CHC0Oarrow_forwardDraw the substitution product that results when CH,CH2CH;CH,Br reacts with each nucleophile. d. "OCH(CH3)2 e. "C=CH f. H20 a. "OH g. NH3 b. "SH h. Nal c. "ČN i. NaNgarrow_forward
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