Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 12, Problem 12.69P
Devise a synthesis of each compound from
a. 
b. 
c. 
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Devise a synthesis of each compound from ethanol (CH3CH2OH) as the only source of carbon atoms. You may use any other organic or inorganic reagents you choose.
Synthesize each compound from acetylene. You may use any other organic or inorganic reagents.
C. CH,CH,CH,CH, CHO
d. CH3CH, CHỖ CH
Synthesize each compound from cyclohexanol using any other organic or inorganic compounds.
CH,OH
a.
g.
(Each cyclohexane ring must
come from cyclohexanol.)
COOH
b.
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сно
CHs
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Chapter 12 Solutions
Organic Chemistry
Ch. 12 - Prob. 12.1PCh. 12 - Problem 12.2 What alkane is formed when each...Ch. 12 - Prob. 12.3PCh. 12 - Prob. 12.4PCh. 12 - Prob. 12.5PCh. 12 - Prob. 12.6PCh. 12 - Compound Molecular formula before...Ch. 12 - Problem 12.8 Draw the products formed when...Ch. 12 - Prob. 12.9PCh. 12 - Prob. 12.10P
Ch. 12 - Problem 12.11 (a) Draw the structure of a compound...Ch. 12 - Prob. 12.12PCh. 12 - Prob. 12.13PCh. 12 - Problem 12.14 Draw the products of each...Ch. 12 - Prob. 12.15PCh. 12 - Problem 12.16 Draw all stereoisomers formed when...Ch. 12 - Prob. 12.17PCh. 12 - Problem 12.18 Draw the products formed when both...Ch. 12 - Problem 12.19 Draw the products formed when each...Ch. 12 - Prob. 12.20PCh. 12 - Prob. 12.21PCh. 12 - Problem 12.22 Draw the products formed when each...Ch. 12 - Prob. 12.23PCh. 12 - Problem 12.24 Draw the organic products in each of...Ch. 12 - Prob. 12.25PCh. 12 - Prob. 12.26PCh. 12 - Problem 12.27 Draw the products of each Sharpless...Ch. 12 - Prob. 12.28PCh. 12 - 12.29 Draw the products formed when A is treated...Ch. 12 - Prob. 12.30PCh. 12 - 12.31 Devise a synthesis of the following compound...Ch. 12 - Prob. 12.32PCh. 12 - Prob. 12.33PCh. 12 - Prob. 12.34PCh. 12 - Prob. 12.35PCh. 12 - Prob. 12.36PCh. 12 - 12.37 Stearidonic acid (C18H28O2) is an...Ch. 12 - Draw the organic products formed when cyclopentene...Ch. 12 - Draw the organic products formed when allylic...Ch. 12 - Draw the organic products formed in each reaction....Ch. 12 - Prob. 12.41PCh. 12 - Prob. 12.42PCh. 12 - Prob. 12.43PCh. 12 - What alkene is needed to synthesize each 1,2-diol...Ch. 12 - Prob. 12.45PCh. 12 - 12.46 (a)What product is formed in Step [1] of the...Ch. 12 - Draw the products formed after Steps 1 and 2 in...Ch. 12 - 12.48 Draw the products formed in each oxidative...Ch. 12 - What alkene or alkyne yields each set of products...Ch. 12 - Prob. 12.50PCh. 12 - Prob. 12.51PCh. 12 - Prob. 12.52PCh. 12 - Prob. 12.53PCh. 12 - 12.54 An unknown compound A of molecular formula ...Ch. 12 - 12.55 DHA is a fatty acid derived from fish oil...Ch. 12 - Prob. 12.56PCh. 12 - 12.57 Draw the product of each asymmetric...Ch. 12 - 12.58 Epoxidation of the following allylic alcohol...Ch. 12 - Prob. 12.59PCh. 12 - 12.60 Identify A in the following reaction...Ch. 12 - Prob. 12.61PCh. 12 - 12.62 It is sometimes necessary to isomerize a cis...Ch. 12 - 12.63 Devise a synthesis of each compound from...Ch. 12 - Prob. 12.64PCh. 12 - Prob. 12.65PCh. 12 - 12.66 Devise a synthesis of each compound from the...Ch. 12 - Prob. 12.67PCh. 12 - Prob. 12.68PCh. 12 - 12.69 Devise a synthesis of each compound from as...Ch. 12 - Prob. 12.70PCh. 12 - Prob. 12.71PCh. 12 - 12.72 Draw a stepwise mechanism for the following...Ch. 12 - Prob. 12.73PCh. 12 - Prob. 12.74PCh. 12 - 12.75 Sharpless epoxidation of allylic alcohol X...
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- Devise a synthesis of each compound from CH3CH2OH as the only organic starting material; that is, every carbon in the product must come from a molecule of ethanol. You may use any other needed inorganic reagents.arrow_forwardDevise a synthesis of each compound using 1-bromobutane (CH3CH2CH2CH2Br) as the only organic starting material. You may use any other inorganic reagents.arrow_forwardDevise a synthesis of each compound using CH3CH₂CH=CH₂ as the starting material. You may use any other organic compounds or inorganic reagents. a. b. d. e. Br Br Br OH OH (+ enantiomer)arrow_forward
- Convert benzene into each compound. You may also use any inorganic reagents and organic alcohols having four or fewer carbons. One step of the synthesis must use a Grignard reagent.arrow_forwardDevise a synthesis of each compound from benzene. You may use alcohols with one or two carbons and any inorganic reagents.arrow_forwardDevise a synthesis of each compound from the indicated starting material. You may also use any organic compounds with one or two carbons and any needed inorganic reagents.arrow_forward
- Devise a synthesis of each compound using CH3CH3 as the only sourceof carbon atoms. You may use any other required organic or inorganicreagents.arrow_forwardDevise a synthesis of each compound from benzene, any organic alcohols having four or fewer carbons, and any required reagents.arrow_forwardSynthesize each compound from toluene (C6H5CH3) and any other organic or inorganic reagents.arrow_forward
- What product is formed when each compound undergoes an intramolecular reaction in the presence of acid?arrow_forwardDevisa a synthesis of each compound from the indicated starting material. you may also use any organic compounds with one or two carbons and any needed inorganic reagents.arrow_forwardDevise a synthesis of each compound from benzene. You may use alcohols with one or two carbons and any inorganic reagents. a. qe Br H Br b. C. N OHarrow_forward
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