Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 7, Problem 7.18P
Show how to convert 1-butyne to each of these compounds.
- (a)
- (b)
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Write the reagent or draw structures of the starting material or organic product(s) in
the following reactions. If more than one product is formed, identify the major product
where possible.
(a)
(b)
HO
OH
OH
H2SO4
?
Cl₂
?
FeCl3
(b)
NABH,
CH3 COCH,CH3
CH3CH2OH
(c)
Name and draw a structural formula for the major product of each alkene addition reaction:
CH S
(a) CH₂C=CH₂ + HI →→→→
(b)
CH 3
+ HCl
Chapter 7 Solutions
Organic Chemistry
Ch. 7.2 - Write the IUPAC name of each compound.Ch. 7.2 - Write the common name of each alkyne.Ch. 7.5 - Prob. 7.3PCh. 7.7 - Draw a structural formula for a hydrocarbon with...Ch. 7.7 - Hydration of 2-pentyne gives a mixture of two...Ch. 7.9 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Show how to prepare each alkyne from the given...Ch. 7 - Prob. 7.9PCh. 7 - Complete each acid-base reaction and predict...
Ch. 7 - Draw structural formulas for the major product(s)...Ch. 7 - Draw the structural formula of the enol formed in...Ch. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Show reagents and experimental conditions you...Ch. 7 - Show reagents and experimental conditions you...Ch. 7 - Show how to convert 1-butyne to each of these...Ch. 7 - Prob. 7.19PCh. 7 - Show reagents and experimental conditions to bring...Ch. 7 - Show reagents to bring about each conversion.Ch. 7 - Propose a synthesis for (Z)-9-tricosene...Ch. 7 - Propose a synthesis of each compound starting from...Ch. 7 - Show how to prepare each compound from 1-heptene....Ch. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Following is the structural formula of the...Ch. 7 - The standard procedure for synthesizing a compound...Ch. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Prob. 7.35P
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- Draw a structural formula of an alkene that undergoes acid-catalyzed hydration to give each alcohol as the major product (more than one alkene may give each alcohol as the major product). (a) 3-Hexanol (b) 1-Methylcyclobutanol (c) 2-Methyl-2-butanol (d) 2-Propanolarrow_forward(a) Write the IUPAC names of the following compounds :(i) CH3CO(CH2)4CH3 (ii) Ph — CH = CH — CHO(b) Describe the following conversions in not more than two steps :(i) Ethanol to 3-Hydroxybutanal (ii) Benzoic acid to m-Nitrobenzyl alcohol(iii) Propanone to Propenearrow_forwardWrite structural formulas for compounds that meet the following descriptions:(a) An alkene, C6H12, that cannot have cis–trans isomersand whose longest chain is 5 carbons long(b) An alkene with a chemical formula of C10H12 that hascis–trans isomers and contains a benzene ring.arrow_forward
- Identify which of the statements is/are correct. (i) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O. (j) The molecular formula of the smallest carboxylic acid is C2H4O2.arrow_forwardTRUE OR FALSE (a) Both ethylene and acetylene are planar molecules. (b) An alkene in which each carbon of the double bond has two different groups bonded to it will show cis-trans isomerism. (c) Cis-trans isomers have the same molecular formula but a different connectivity of their atoms. (d) Cis-2-butene and trans -2-butene can be interconverted by rotation about the carbon–carbon double bond. (e) Cis-trans isomerism is possible only among appropriately substituted alkenes. (f) Both 2-hexene and 3-hexene can exist as pairs of cis-trans isomers. (g) Cyclohexene can exist as a pair of cis-trans isomers. (h) 1-Chloropropene can exist as a pair of cis-trans isomers.arrow_forwardWrite the bond line formula of the following compounds: (a) 4-methyl-2-hexene, two geometrical (stereoisomers) isomers (b) 3-fluoro-2-methylheptanol (3-fluoro-2-methylheptan-1-ol) (c) 4-methyl-hex-1-yn-3-olarrow_forward
- 4 But-2-enal, CH₂CH=CHCHO, is a pale yellow, flammable liquid with an irritating odour. (a) But-2-enal exists as two stereoisomers. Draw skeletal formulae to show the structure of the two stereoisomers of but-2-enal. (b) (i) Describe a simple chemical test that would show that but-2-enal is an aldehyde. (ii) Explain why this test gives a different result with aldehydes than it does with keton (c) But-2-enal also reacts with sodium borohydride, NaBH4. (i) Identify the organic compound formed in this reaction. (ii) State the type of chemical reaction occurring. (d) Precautions must be taken to prevent but-2-enal catching fire. Construct a balanced equation for the complete combustion of but-2-enal, C₂HO.arrow_forwardHelp me pleasearrow_forwardWhich of the following cycloalkanes are capable of geometric (cis-trans) isomerism?Draw the cis and trans isomers.(a) 3-ethyl-1,1-dimethylcyclohexane (b) 1-ethyl-3-methylcycloheptane(c) 1-ethyl-3-methylcyclopentane (d) 1-cyclopropyl-2-methylcyclohexanearrow_forward
- 1. (a) Draw the structures of the eight isomeric pentyl alcohols, C3H11OH. (b) Name each by the IUPAC system and by the carbinol system. (c) Label each as primary, secondary, or tertiary, (d) Which one is isopentyl alcohol? tert-Pentyl alcohol? (e) Give the structure of a primary, a secondary, and a tertiary alcohol of the formula C,H13OH.arrow_forwardCompounds B and C are hydrocarbons with the structural formulae as shown below. CH, „CH, в (a) Name compounds B and C according to the IUPAC nomenclature. (b) Both B and C can undergo oxidation reaction with the same oxidizing agent. Write chemical equations involved and explain the differences between these two reactions. (c) Name one reaction that converts B to methylcyclohexane.arrow_forwardClassify each of the following reactions as an addition, elimination, substitution, or rearrangement: (a) CH3Br + KOH → CH3OH + KBr(b) CH3CH2Br → H2C=CH2 + HBr(c) H2C=CH2 + H2 → CH3CH3arrow_forward
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