Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 10, Problem 10.35SP
Predict which member of each group is most soluble in water, and explain the reasons for your predictions.
- a. butan-1-ol, pentan-1-ol, or propan-2-ol
- b. chlorocyclohexane, cyclohexanol, or cyclohexane-1,2-
diol - c. phenol, cyclohexanol, or 4-methylcyclohexanol
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Show how to prepare each compound from 2-methyl- 1- propanol.
a. 2- methylpropene
b. 2- methyl- 2- propanol
c. 2- methylpropanoic acid (CH3)2CHCOOH
CH2
H3C
H3C
COOH
Reagents
e. PB13
f. NaCN then H3O*
g. NBS, CCI4
h. CrO3, H2SO4
а.
HBr
b. Mg, ether
c. CO2, ether then H3O*
d. BH3, THF then H2O2, OH"
16. Identify each compound as an a cohol, a phenol, or an ether. Classify any alcohols as primary (1"), secondary (2), or tertiary (3").
a.
CH,CH,CH,OH
CH,CHCH,
b.
CHO
C.
CH CHOCH,
CH,
d.
Chapter 10 Solutions
Organic Chemistry (9th Edition)
Ch. 10.3A - Prob. 10.1PCh. 10.3B - Give both the IUPAC name and the common name for...Ch. 10.3B - Prob. 10.3PCh. 10.3C - Give a systematic (IUPAC) name for each diol. a....Ch. 10.4B - Predict which member of each pair will be more...Ch. 10.4B - Dimethylamine (CH3)2NH, has a molecular weight of...Ch. 10.6A - Prob. 10.7PCh. 10.6A - Prob. 10.8PCh. 10.6C - A nitro group (NO2) effectively stabilizes a...Ch. 10.6C - Prob. 10.10P
Ch. 10.8B - Prob. 10.11PCh. 10.8B - Prob. 10.12PCh. 10.9A - Prob. 10.13PCh. 10.9B - Prob. 10.14PCh. 10.9C - Show how you would synthesize each tertiary...Ch. 10.9D - Prob. 10.16PCh. 10.9D - Show how you would add Grignard reagents to acid...Ch. 10.9D - A formate ester, such as ethyl formate, reacts...Ch. 10.9E - Prob. 10.19PCh. 10.9E - In Section9-7B, we saw how acetylide ions add to...Ch. 10.9F - Prob. 10.21PCh. 10.10A - Prob. 10.22PCh. 10.10B - Prob. 10.23PCh. 10.11B - Predict the products you would expect from the...Ch. 10.11B - Prob. 10.25PCh. 10.11B - Prob. 10.26PCh. 10.12 - Prob. 10.27PCh. 10.12 - Prob. 10.28PCh. 10.12 - Authentic skunk spray has become valuable for use...Ch. 10 - Give a systematic (IUPAC) name for each alcohol....Ch. 10 - Give systematic (IUPAC) names for the following...Ch. 10 - Draw the structures of the following compounds...Ch. 10 - Predict which member of each pair has the higher...Ch. 10 - Predict which member of each pair is more acidic,...Ch. 10 - Predict which member of each group is most soluble...Ch. 10 - Draw the organic products you would expect to...Ch. 10 - Prob. 10.37SPCh. 10 - Show how you would synthesize the following...Ch. 10 - Show how you would use Grignard syntheses to...Ch. 10 - Show how you would accomplish the following...Ch. 10 - Show how you would synthesize the following: a....Ch. 10 - Complete the following acid-base reactions. In...Ch. 10 - Prob. 10.43SPCh. 10 - Prob. 10.44SPCh. 10 - Geminal diols, or 1,1-diols, are usually unstable,...Ch. 10 - Vinyl alcohols are generally unstable, quickly...Ch. 10 - Compound A (C7H11Br) is treated with magnesium in...Ch. 10 - Prob. 10.48SPCh. 10 - Prob. 10.49SPCh. 10 - Prob. 10.50SPCh. 10 - Prob. 10.51SPCh. 10 - Prob. 10.52SPCh. 10 - Prob. 10.53SPCh. 10 - Prob. 10.54SPCh. 10 - Prob. 10.55SPCh. 10 - Prob. 10.56SPCh. 10 - Show how this 1 alcohol can be made from the...Ch. 10 - Prob. 10.58SPCh. 10 - Prob. 10.59SPCh. 10 - Prob. 10.60SP
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- What is the name for this compound? Select one: a. 2-bromo-5-ethylphenol b. 4-bromo-1-ethyl-5-phenol c. 6-bromo-3-ethylphenol d. 2-bromo-5-ethylcyclohexanol e. 2-bromo-5-methylphenolarrow_forwardGive the structure corresponding to each name. a. 7,7-dimethyl-4-octanol b. 5-methyl-4-propyl-3-heptanol c. 2-tert-butyl-3-methylcyclohexanol d. trans-1,2-cyclohexanediolarrow_forwardList the products of each alcohol reaction. CH3 H,SO4 a. CH,-C-OH CH, NazCr0, b. CH3-CH-CH,-CH;-OH c. CH-CH-OH +HCI - CH3 d. CH3-CH-CH2-OH + Naarrow_forward
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