Why the given two alkanes cannot be a constitutional isomers has to be explained. Concept Introduction: Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula. Isomers are the compounds that have same molecular formula but different structural formula. The main difference lies in the way the atoms are arranged in the structure. Isomers have different chemical and physical properties even when they have same molecular formula. This is known as Isomerism. If there is difference only in the connectivity of the atoms in the molecule, then it is known as constitutional isomerism. The isomers are known as constitutional isomers. They will have same molecular formula and same functional group , but they differ in the connectivity between the atoms in the molecule. Continuous-chain alkane is the one in which all the carbon atoms are bonded in a linear chain (nonbranching chain). Branched-chain alkane is an alkane which has atleast one branch in its structure that is attached to the continuous chain of carbon atoms.

Question

a. What is the eluent used in the column chromatography here (a “silica plug filtration” is essentially a very short column)? b. The spectroscopy of compound 5b is described in the second half of this excerpt, including 1H-NMR and 13C-NMR (which you will learn about in CHEM 2412L), MS (which you will learn about later in CHEM 2411L) and IR. One of the IR signals is at 3530 cm-1. What functional group does this indicate might be present in compound 5b?

Answer 1

Question

Chapter 1, Problem 1.29EP

Interpretation Introduction

Interpretation:

Why the given two alkanes cannot be a constitutional isomers has to be explained.

Concept Introduction:

Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula.

Isomers are the compounds that have same molecular formula but different structural formula. The main difference lies in the way the atoms are arranged in the structure. Isomers have different chemical and physical properties even when they have same molecular formula. This is known as Isomerism.

If there is difference only in the connectivity of the atoms in the molecule, then it is known as constitutional isomerism. The isomers are known as constitutional isomers. They will have same molecular formula and same functional group, but they differ in the connectivity between the atoms in the molecule.

Continuous-chain alkane is the one in which all the carbon atoms are bonded in a linear chain (nonbranching chain).

Branched-chain alkane is an alkane which has atleast one branch in its structure that is attached to the continuous chain of carbon atoms.

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a. What is the eluent used in the column chromatography here (a “silica plug filtration” is essentially a very short column)? b. The spectroscopy of compound 5b is described in the second half of this excerpt, including 1H-NMR and 13C-NMR (which you will learn about in CHEM 2412L), MS (which you will learn about later in CHEM 2411L) and IR. One of the IR signals is at 3530 cm-1. What functional group does this indicate might be present in compound 5b?

Steps and explanations. Also provide, if possible, ways to adress this kind of problems in general.

a. The first three lines of this procedure describe the reaction used to make compound 5b. In the fourth line, hexane and sodium bicarbonate are added. What organic lab technique is being used here? b. What is the purpose of the Na2SO4? c. What equipment would you use to “concentrate [a solution] under reduced pressure”?