Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 11, Problem 30P
Show how you might prepare 2-bromobutane from
(a) 2-Butanol
(b) 1-Butanol
(c) 1-Butene
(d) 1-Butyne
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[10]
10]
Q1. Do the following conversions as directed. Write the complete reaction equation.
(a) Benzaldehyde to Benzoic Acid.
(b) Propanal to 1-propanal
(c) Cyclohexanone to Cyclohexanol
(d) Acetaldehyde to Ethyl alcohol
(e) Acetone to Iso-propyl alcohol
17)
Which of the following compounds does not have the molecular formula
C6H140?
(a) 1-hexanol
(b) 2-hexanol
(c) 3-methyl-2-pentanol
(d) 3-methyl-3-pentanol
(e) Cyclohexanol
(1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers
can be formed in each case?
Chapter 11 Solutions
Organic Chemistry
Ch. 11 - Prob. 1PPCh. 11 - Practice Problem 11.2 Give bond-line formulas and...Ch. 11 - Prob. 3PPCh. 11 - Prob. 4PPCh. 11 - Prob. 5PPCh. 11 - Prob. 6PPCh. 11 - Prob. 7PPCh. 11 - Practice Problem 11.8 Show how you would prepare...Ch. 11 - Prob. 9PPCh. 11 - Prob. 10PP
Ch. 11 - Practice Problem 11.11
An exception to what is...Ch. 11 - Prob. 12PPCh. 11 - Prob. 13PPCh. 11 - Prob. 14PPCh. 11 - Prob. 15PPCh. 11 - Prob. 16PPCh. 11 - Prob. 17PPCh. 11 - Prob. 18PPCh. 11 - Practice Problem 11.19
Propose structures for each...Ch. 11 - Prob. 20PPCh. 11 - Prob. 21PPCh. 11 - Prob. 22PPCh. 11 - Prob. 23PPCh. 11 - Prob. 24PPCh. 11 - Give an IUPAC substitutive name for each of the...Ch. 11 - Prob. 26PCh. 11 - Prob. 27PCh. 11 - Prob. 28PCh. 11 - Prob. 29PCh. 11 - 11.30. Show how you might prepare 2-bromobutane...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Prob. 33PCh. 11 - Considering A-L to represent the major products...Ch. 11 - Write structures for the products that would be...Ch. 11 - Prob. 36PCh. 11 - Provide the reagents necessary for the following...Ch. 11 - 11.38. Predict the major product from each of the...Ch. 11 - Predict the products from each of the following...Ch. 11 - Provide the reagents necessary to accomplish the...Ch. 11 - 11.41. Provide reagents that would accomplish the...Ch. 11 - Prob. 42PCh. 11 - 11.43. A synthesis of the -receptor blocker called...Ch. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - 11.46. For each of the following, write a...Ch. 11 - 11.47. Vicinal halo alcohols (halohydrins) can be...Ch. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - Prob. 52PCh. 11 - Outlined below is a synthesis of the gypsy moth...Ch. 11 - Prob. 54PCh. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - 11.57. When the 3-bromo-2-butanol with the...Ch. 11 - 11.58. Reaction of an alcohol with thionyl...Ch. 11 - Prob. 59PCh. 11 - Prob. 60PCh. 11 - Prob. 1LGPCh. 11 - Prob. 2LGPCh. 11 - Synthesize the compound shown below from...
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- Show the chemical reaction on how to convert cyclopentene into these compounds. (a) 1,2-dimethylcyclopropane (b) Cyclopentanol (c) Iodocyclopentane (d) Cyclopentane.arrow_forwardDraw as many compounds as you can that fit the following descriptions:arrow_forwardShow how to convert 1-butene to these compounds. (a) Butane (b) 2-Butanol (c) 2-Bromobutane (d) 1,2-Dibromobutanearrow_forward
- (1) Predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. How many isomers can be formed in each case? (2) Addition of HBr to 3,3-dimethyl-1-butene gives a mixture of two isomeric alkyl bromide products. Draw structures for the two products, and give a mechanistic explanation for their formation.arrow_forwardH,C-CH-CH-CH, CHO (a) 3-ethyl-2-methybutanal (b) 2, 3-dimethylpentanal (c) 2-ethyl-3-methylbutanal (d) 2-ethyl-3-methylbutan-3-al CHO 2. The IUPAC name of is Br (a) 2-methyl-3-bromohexanal (b) 3-bromo-2-methylbutanal (c) 2-methyl-3-bromobutanal (d) 3-bromo-2-methylpentanal 3. The IUPAC name of the compound HO- isarrow_forwardPropose a structural formula for the product(s) when each of the following alkenes is treated with H2O/H,SO4. Why are two products formed in part (b), but only one in parts (a) and (c)? (a) 1-Hexene gives one alcohol with a molecular for- mula of C,H140. (b) 2-Hexene gives two alcohols, each with a molecu- lar formula of C,H140. (c) 3-Hexene gives one alcohol with a molecular for- mula of C6H140.arrow_forward
- Ketene, H2C=C=O, is an important industrial chemical. Predict the products that would be formed when ketene reacts with **hint: Markovnikov addition occurs. (a) ethanol (b) acetic acid (c) ethylamine.arrow_forwarda) b) c) a) hexanal b) 02- butanonearrow_forwardName and draw the products of each reaction. 1-propanol + hydrobromic acid → (a) (b) 1-pentanol H-SO A (c) N-propylmethanamide + water (d) 3-methyl oct-2-ene + hydrochloric acid -arrow_forward
- is (b) 2, 3-dimetlyp (c) 2-ethyl-3-methylbutanal (d) 2-ethyl-3-methylbutan-3-al The IUPAC name of is CHO 2. Br (a) 2-methyl-3-bromohexanal (b) 3-bromo-2-methylbutanal (c) 2-methyl-3-bromobutanal (d) 3-bromo-2-methylpentanal 3. The IUPAC name of the compound HO is (a) 2-ethenyl-3-methyl cyclohexa-1, 3-diene (b) 2, 5-dimethyl hepta-2, 6-dienoic acid (c) 2, 6-dimethyl hepta-2, 5-dienoic acid (d) 2, 3-dimethyl epoxyethane 4. The IUPAC name of the compoundarrow_forward13 Draw a structural formula for each compound. (a) 3-Chloropropene (b) 3-Methylcyclohexene (c) 1,2-Dimethylcyclohexene (d) trans-3,4-Dimethyl-3-heptene (e) Cyclopropene (f) 3-Hexynearrow_forwardDraw the organic product(s) formed upon the addition of HBr to (a) 2-methyl-2-pentene, (b) trans-2-hexene, and (c) 4-methylcyclohexene. How many regioisomers can be formed in each case?arrow_forward
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