1. Name the major product of the reaction between (S)-2-bromohexane and KCH3COO. Be specific with the configuration. 2. Name the alcohol that will produce the most stable intermediate and the dehydration product 2-methyl-1,3-pentadiene. 3. Give the name of the product between benzyl alcohol and pyridinium chlorochromate.

1. Name the major product of the reaction between (S)-2-bromohexane and KCH3COO. Be specific with the configuration. 2. Name the alcohol that will produce the most stable intermediate and the dehydration product 2-methyl-1,3-pentadiene. 3. Give the name of the product between benzyl alcohol and pyridinium chlorochromate.

Chemistry: Principles and Practice

3rd Edition

ISBN:9780534420123

Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Chapter22: Organic Chemistry And Biochemistry

Section: Chapter Questions

Problem 85QE

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2. An unknown organic compound has the molecular formula C4H&O. It resists oxidation and it can be reduced with H2 to form an alcohol. Draw the structure for the compound and write equations for the reactions described. Name the reactant and product. 3. Draw the structures for 2,3-dimethylhexanal undergoing the following reactions: Oxidation Reduction with H2 Draw the structures for 2-methyl-3-hexanol undergoing the following reactions: Intramolecular dehydration Oxidation Rank the following from lowest to highest boiling point. Explain your ranking. Butanal, 1-butanol, butane Both ethane and ethanol contain 2 carbon atoms. Ethane is a gas at room temperature and is insoluble in water, whereas ethanol is a liquid at room temperature and is very soluble. Explain the reasons for the differences in the properties of these compounds.
Name the alcohol that will produce the most stable intermediate and the dehydration product 2-methyl-1,3-pentadiene. Give the name of the product between benzyl alcohol and pyridinium chlorochromate.
3. Predict the products of the following reactions. Draw out the condensed structural formulas for the reactants and the products. Name the products (organic compounds only.) a) Monobromination of 2,2-dimethylpropane b) Hydrogenation of 2,3-dimethylcylcopentene ntadione Hydrohalogenation of 2,4-dimethyl-2-hexene with HBr d) Halogenation of 3-methyl-1-butyne with Cl2 (1:2 ratio) e) Hydration of 1,3-dimethylcylobutene f) Alkylation of benzene with 2-chlorobutane
. The following chemical reactants produce the ester ethylethanoate (C4H8O2):C2H6O + CH3COOHWhat type of reaction occurs to make ethyl ethanoate?a. condensationb. hydrolysisc. combustiond. acid-base reaction
8. R-MgX and CO2 are reacted to form isobutyric acid. What is R? Use IUPAC nomenclature of the substituent. 9. From which cycloalkene can heptanoic acid be formed from through oxidative cleavage? Use IUPAC name. 10. The catalytic hydrogenation of a benzene will result to this cycloalkane
4. Using acetylene as the starting material to synthesize 4-methyl-2-pentyne. Please feel free to use any inorganic molecule and organic molecules containing carbon not more two.
1. Write down the structural formulas for three isomeric compounds containing the carbonyl group and having the molecular formula C4H8O. Then give it the IUPAC name. 3. What is the product of the following reaction?
1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. C. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize.
1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. C. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize. 2. Which of the following structural formulas represent identical compounds and which represent constitutional/structural isomers? Identical compounds: Constitutional isomers: a). CH3CH2CHCH3 e). CH2CH2CHCH3 CH3 i). CH3-C-CI ČI CI CI CH3 CH2CI b). CH3-C-CH3 f). CH3CH2CH2CH,CI j). CICH2 CI CH3 g). CICH,CHCH3 CH2CI k). CH3-CH-CH3 CI c). CH,CHCHCH3 CI h). CH3CHCH2CH2CI CH2CH3 1). CH3CHCI d). CI CI
Consider the following reactions: a. When C6H14 is reacted with Br2(g) in the presence of ultraviolet light, four different monobromination products form. What is the structure of C6H14 in this reaction? b. When CSH10 is reacted with H2O, a tertiary alcohol is produced as the major product. What is the structure of C5H10 in this reaction? When C6H10 is reacted with HCI, 1-chloro-1-methylcyclopentane is produced as the major product. What are the two possible structures for C6H10 in this С. reaction? d. When a hydrocarbon is reacted with water and the major product of this reaction is then oxidized, cyclohexanone is produced. What is the structure of the hydrocarbon in this reaction? When C4H100 is oxidized, a carboxylic acid is produced. What are the possible е. structures for C4H100 in this reaction?
Consider the following reactions: When C5H12 is reacted with Cl2(g) in the presence of ultraviolet light, four different monochlorination products form. What is the structure of C5H12 in this reaction? When C4H8 is reacted with H2O, a tertiary alcohol is produced as the major product. What is the structure of C4H8 in this reaction? When C7H12 is reacted with HCl, 1-chloro-1-methylcyclohexane is produced as the major product. What are the two possible structures for C7H12 in this reaction? When a hydrocarbon is reacted with water and the major product of this reaction is then oxidized, acetone (2-propanone) is produced. What is the structure of the hydrocarbon in this reaction? When C5H12O is oxidized, a carboxylic acid is produced. What are the possible structures for C5H12O in this reaction?
Which of the following alcohols can be oxidized to a carboxylic acid? Name the carboxylic acid produced. Forthose alcohols that cannot be oxidized to a carboxylic acid,name the final product.a. Ethanol c. 1-Propanolb. 2-Propanol d. 3-Pentanol