Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 20, Problem 20.63P
Convert propan-2-ol
a.
b. 
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2. a. What is the chemical structure of naphthalene, circle functional groups different than alkane,alkene, alkyne? b. Is it polar or nonpolar? _______________________ c. What is its water solubility in g/L? _________________________
3. a. What is the chemical structure of benzoic acid, circle functional groups different than alkane,alkene, alkyne? b. Is it polar or nonpolar? _______________________ c. What is its water solubility in g/L? __________________________
a) Write the name
b) draw the structure
product formed from the reaction of 3-methylpent-2-ene
1) H2O in the presence of H2SO4
2)ethanol in the presence of H2SO4
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 20.1PCh. 20 - Which carbonyl groups in the anticancer drug taxol...Ch. 20 - Prob. 20.3PCh. 20 - Problem 20.4 What alcohol is formed when each...Ch. 20 - Problem 20.5 What aldehyde or ketone is needed to...Ch. 20 - Prob. 20.6PCh. 20 - Problem 20.7 Draw the products formed when is...Ch. 20 - Problem 20.8 Draw the products formed (including...Ch. 20 - Prob. 20.9PCh. 20 - Problem 20.10 Draw a stepwise mechanism for the...
Ch. 20 - Prob. 20.11PCh. 20 - Problem 20.12 Draw the products formed from ...Ch. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Problem-20.16 Review the oxidation reactions using...Ch. 20 - Problem-20.17 Write the step(s) needed to convert ...Ch. 20 - Problem-20.18 Oct-1-yne reacts rapidly with ,...Ch. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Problem 20.21 Draw the product of each reaction.
...Ch. 20 - Problem 20.22 Draw the products (including...Ch. 20 - Problem 20.23 What Grignard reagent and carbonyl...Ch. 20 - Problem 20.24 Linalool (the Chapter 9 opening...Ch. 20 - Problem 20.25 What Grignard reagent and carbonyl...Ch. 20 - Prob. 20.26PCh. 20 - Draw the products formed when each compound is...Ch. 20 - Problem 20.28 What ester and Grignard reagent are...Ch. 20 - Prob. 20.29PCh. 20 - Problem 20.30 What reagent is needed to convert ...Ch. 20 - Prob. 20.31PCh. 20 - What carboxylic acid formed from each alkyl halide...Ch. 20 - Prob. 20.33PCh. 20 - Problem 20.34 Draw the product when each compound...Ch. 20 - Problem 20.35 Synthesize each compound from...Ch. 20 - Prob. 20.36PCh. 20 - 20.37 Devise a synthesis of each alcohol from...Ch. 20 - 20.38 Draw the products formed when pentanal is...Ch. 20 - 20.39 Draw the product formed when is treated...Ch. 20 - The stereochemistry of the products of reduction...Ch. 20 - Prob. 20.41PCh. 20 - 20.42 Draw the products or each reduction...Ch. 20 - Prob. 20.43PCh. 20 - 20.44 Draw all stereoisomers formed in each...Ch. 20 - Prob. 20.45PCh. 20 - 20.46 Treatment of ketone A with ethynylithium...Ch. 20 - 20.47 Explain why metal hydride reduction gives an...Ch. 20 - Prob. 20.48PCh. 20 - 20.49 Identify the lettered compounds in the...Ch. 20 - Prob. 20.50PCh. 20 - 20.51 Draw a stepwise mechanism for the following...Ch. 20 - 20.52 Draw a stepwise mechanism for the following...Ch. 20 - Prob. 20.53PCh. 20 - 20.54 Draw a stepwise mechanism for the following...Ch. 20 - Prob. 20.55PCh. 20 - Prob. 20.56PCh. 20 - 20.57 What ester and Grignard reagent are needed...Ch. 20 - 20.58 What organolithium reagent and carbonyl...Ch. 20 - 20.59 What epoxide and organometallic reagent are...Ch. 20 - Prob. 20.60PCh. 20 - 20.61 Propose two different methods to synthesize...Ch. 20 - 20.62 Synthesize each compound from cyclohexanol...Ch. 20 - 20.63 Convert propan-2-ol into each compound....Ch. 20 - 20.64 Convert benzene into each compound. You may...Ch. 20 - 20.65 Design a synthesis of each compound from...Ch. 20 - 20.66 Synthesize each compound from the given...Ch. 20 - Prob. 20.67PCh. 20 - Prob. 20.68PCh. 20 - 20.69 An unknown compound A (molecular formula )...Ch. 20 - 20.70 Treatment of compound C (molecular formula )...Ch. 20 - 20.71 Treatment of compound E (molecular formula )...Ch. 20 - 20.72 Reaction of butanenitrile () with methyl...Ch. 20 - 20.73 Treatment of isobutene with forms a...Ch. 20 - 20.74 Draw a stepwise mechanism for the following...Ch. 20 - Prob. 20.75PCh. 20 - 20.76 Lithium tri-sec-butylborohydride, also known...Ch. 20 - Prob. 20.77PCh. 20 - Prob. 20.78PCh. 20 - Prob. 20.79PCh. 20 - 20.80 Draw a stepwise mechanism for the following...Ch. 20 - Prob. 20.81P
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- Isooctane is the common name of the isomer of C8H18 used as the standard of 100 for the gasoline octane rating: (a) What is the IUPAC name for the compound? (b) Name the other isomers that contain a five-carbon chain with three methyl substituents.arrow_forwarda. What is the chemical structure of biphenyl, circle functional groupsdifferent than alkane, alkene, alkyne? b. Is it polar or nonpolar? _______________________ c. What is its water solubility in g/L? __________________________arrow_forwardBy adding tetraethyl lead to iso-octane: A. Exhaust smoke can be reduced B. Knocking can be completely suppressed C. Octane number above 100 can be obtained D. Specific fuel consumption can be reducedarrow_forward
- What is the name of the alkene? CH3CH=CHCH=CH2arrow_forwardConsider the following test samples: A. heptane D. toluene B. hexane E. benzene C. hexene Which of the test samples will react with conc. H2SO4 ?arrow_forwardConvert propan-2-ol [(CH3)2CHOH] into each compound. You may use any other organic or inorganic compoundsarrow_forward
- Rank each group of alkanes in order of increasing boiling point. Explain your choice of order.arrow_forwardThe product of the addition of HCl to an alkene is called a(n) a. alkane b. alkyne c. alkyl halide d. halo-alkenearrow_forwardALCOHOLS 1. WHY IS ETHANOL MORE SOLUBLE IN WATER THAN 1-HEXANOL? 2. WHAT IS DENATURED ALCOHOL? AND WHY IS ALCOHOL DENATURED? ETHER 1. WHY DOES DIETHYL ETHER HAVE MUCH LOWER BOILING POINT THAN 1-BUTANOL?arrow_forward
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