EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 7, Problem 44P

(a)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

(b)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

(c)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

(d)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

(e)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

(f)

Interpretation Introduction

Interpretation:

The systematic name of the given compound should be checked and has to be corrected if the given name is wrong.

Concept Introduction:

IUPAC NOMENCLATURE RULES:

  • The first step is to find out the parent chain of the hydrocarbon.  Parent chain should contain maximum number of multiple bonds, maximum number of substituents of the functional group which is used as main suffix.
  • Other functional group, if any, should be identified and name it as prefix.
  • Numbering should be done in such a way that to get the lowest number for suffix functional group, multiple bonds.
  • The punctuation used to separate numbers is commas and hyphen is used to separate a number and alphabet.
  • If the ‘ane’ ending of the alkane is replaced by ‘yne’ ending, the name of alkyne is obtained.
  • Select the longest chain which contain the triple bond in such a way to get lowest value for the functional group.
  • Two types of alkynes will be there according to the position of triple bond.  Terminal alkyne is the one which contain triple bond at the end of the chain and internal alkyne is the one which contain triple bond not at the end but present in any other positions in the chain.
  • When the counting is done from either sides of triple bond in a compound which contain same number for the functional group suffix, the correct name will be the one which have lowest substituent number.  In the case of more than one substituent, alphabetical order should be followed.

Skeletal structure: When the atoms bonded in a compound is drawn in a series it can be called as a skeletal structure.  In the skeletal structure, we can show the branches, chains, rings or any other hetero atom other than carbon or hydrogen.

Condensed structure: In the condensed structure, atoms or group of atoms are expressed in a line.  But it does not contain any vertical bonds and also the horizontal single bonds.

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A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed. a. 4-bromo-3-pentanol b. 2,2-dimethyl-4-ethylheptane c. 5-methylcyclohexanol d. 1,1-dimethyl-2-cyclohexanol e. 5-(2,2-dimethylethyl)nonane f. isopentylbromide g. 3,3-dichlorooctane h. 5-ethyl-2-methylhexane i. 1-bromo-4-pentanol   j. 3-isopropyloctane  k. 2-methyl-2-isopropylheptane  l. 2-methyl-N,N-dimethyl-4-hexanamine
How many of the following names are correct? Correct the incorrect names. a. 3-pentene b. 2-octene c. 2-vinylpentane d.1-ethyl-1-pentene e. 5-ethylcyclohexene f. 5-chloro-3-hexene g.2-ethyl-2-butene. h.(E)-2-methyl-1-hexene i. methylcyclopentene
Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. a. 5-butyl-4-ethyl-6- methylhept-3 - ene b. 3-propyl-2-methylcyclohept-1 - ene c. 2, 5, 5, 6-tetramethylhept-3-yne d. 1-ethyl-3- propylbenzene

Chapter 7 Solutions

EBK ORGANIC CHEMISTRY

Ch. 7.6 - Prob. 12PCh. 7.6 - Prob. 13PCh. 7.7 - Prob. 14PCh. 7.7 - Which alkyne should be used for the synthesis of...Ch. 7.7 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.8 - Only one alkyne forms an aldehyde when it...Ch. 7.9 - Describe the alkyne you should start with and the...Ch. 7.9 - Prob. 20PCh. 7.10 - Prob. 21PCh. 7.10 - Prob. 22PCh. 7.10 - Prob. 23PCh. 7.10 - Rank the following from strongest base to weakest...Ch. 7.10 - Prob. 26PCh. 7.12 - Prob. 28PCh. 7 - What is the major product obtained from the...Ch. 7 - Draw a condensed structure for each of the...Ch. 7 - A student was given the structural formula of...Ch. 7 - Prob. 32PCh. 7 - What is each compounds systematic name?Ch. 7 - What reagents should be used to carry out the...Ch. 7 - Prob. 35PCh. 7 - Draw the mechanism for the following reaction:Ch. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - What is the major product of the reaction of 1 mol...Ch. 7 - Answer Problem 39, parts a-b, using 2-butyne as...Ch. 7 - What is each compounds systematic name? a....Ch. 7 - What is the molecular formula of a hydrocarbon...Ch. 7 - a. Starting with 3-methyl 1-butyne, how can you...Ch. 7 - Prob. 44PCh. 7 - Which of the following pairs are keto-enol...Ch. 7 - Prob. 46PCh. 7 - Do the equilibria of the following acid-base...Ch. 7 - What is each compounds systematic name?Ch. 7 - What stereoisomers are obtained when 2-butyne...Ch. 7 - Prob. 50PCh. 7 - Draw the keto tautomer for each of the following:Ch. 7 - Show how each of the following compounds can be...Ch. 7 - A chemist is planning to synthesize 3-octyne by...Ch. 7 - Prob. 54PCh. 7 - What stereoisomers are obtained from the following...Ch. 7 - Prob. 56PCh. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Show how the following compound can be prepared...Ch. 7 - Prob. 60P
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