ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 20, Problem 20.63P
Convert propan-2-ol
a.
b. 
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Which alkyl halide has the highest boiling point? A. CH3BrB. CH3FC. CH3ClD. CH3l
8. Name each alkyne.
A.
CH3CH2CH2C=CH
B. CH3CH2CH2C=CCH3
23. What reactant and catalyst is(are) needed to change ethene into ethane?
a. H2, Pt
b. H2O, H2SO4
c. HCI
d. heat, pressure
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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- Complete and balance each hydrocarbon combustion reaction. a. CH;CH;CH,CH3 + O2 b. CH2=CHCH, + 02 c. CH=CCH,CH3 + O2arrow_forwardC. Draw a structural formula for the principal organic product formed when each compound is treated with K2CrzOr/H2SO4 if there is no reaction, say so. 1. butanal 2. benzaldehyde 3. cyclohexanone 4. cyclohexanol 5. 2-pentanonearrow_forwardWhat is the organic product? столосно NaOC₂H₂ H+ + CH-CH-C-OCHS CH+CH.C HOC₂H5 CH3 III. I. C₂H₂O CH O II. CH3-C CH3 CH-CH-C--OC₂H CH3 OH C₂H₂OCH CH O CH3-C-C-OC₂HS CH3 IV. C₂H₂O 0 CH3-C-C-OC₂HS CH3arrow_forward
- Convert propan-2-ol [(CH3)2CHOH] to each compound. You may use any other organic or inorganic compounds.arrow_forward1. What functional group is produced when an aldehyde reacts with H2/Pt? A.secondary alcohol B. carboxylic acid C.hemiacetal D. primary alcohol E.alkane F.tertiary alcohol G. alkene 2. What reaction occurs when an aldehyde reacts with H2/Pt to form a primary alcohol? A. Hydration B. Hydration C. Dehydration D. Oxidation E. Reduction( hydrogentation) 3. What reaction occurs when an Ester react with H+/H2O to from a carboxylic acid and alcohol? A. Dehydration B. Reduction ( Hydrogenation) C.Hydrolysis D. Hydration E.oxidationarrow_forwardName each compoundarrow_forward
- Identify the IUPAC name of the given structure. A. 2 - propylpropanal B. hexanal C. 2 - methylpentanalarrow_forward1. a. Draw the structures of the two isomers of dibromoethane. Name them by the IUPAC system. b. Draw out the structures of the two isomers of iodopropane. Name them by the IUPAC system. c. Draw the structures of the three isomers of dichloroethene. Name each one by the IUPAC system, indicating stereochemistry where relevant.arrow_forwardDraw the structure for each compound using wedges and dashed wedges.a. cis-1,2-dimethylcyclopropaneb. trans-1-ethyl-2-methylcyclopentanearrow_forward
- Give the structure of an alkane that fi ts each description. a. an alkane that contains only 1 ° and 4 ° carbons b. a cycloalkane that contains only 2 ° carbons c. an alkane of molecular formula C 6H 14 that contains a 4 ° carbon d. a cycloalkane that contains 2 ° and 3 ° carbonsarrow_forward6. Draw the following compounds. a. 2-pentanol b. ethylpropylamine c. methyl propyl ether d. butyl propyl ketone abayoqtheo ghidollo WHO H3--3 HO HO HO HO HOarrow_forward1. What does the ff compound belong to: a. ketone b. alcohol c. aldehyde d. alkane 2. What group does the ff organic compound belong? a. ketone b. carboxylic acid c. aldehyde d. alkyl halide 3. What group does the ff organic compound belong? a. alkene b. ketone c. alcohol d. aldehydearrow_forward
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