Reason behind 6-ethyl-2-methyl-4-pentyloctane as inappropriate for below molecule should be explained. Concept introduction: The IUPAC name begins with prefix to designate the number of C atoms in the longest chosen parent alkane followed by the suffix −ane. Positions of side chains or substituents are indicated by lowest numeral places before prefix. The IUPAC system for nomenclature of straight hydrocarbon makes use of table given as follows: As per IUPAC recommendations, longest chain found in a continuous manner in a branched molecule is chosen as parent chain.

Question

Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

Answer 1

Question

Chapter NW1, Problem 16CTQ

(a)

Interpretation Introduction

Interpretation: Reason behind 6-ethyl-2-methyl-4-pentyloctane as inappropriate for below molecule should be explained.

Concept introduction:The IUPAC name begins with prefix to designate the number of C atoms in the longest chosen parent alkane followed by the suffix −ane. Positions of side chains or substituents are indicated by lowest numeral places before prefix.

The IUPAC system for nomenclature of straight hydrocarbon makes use of table given as follows:

As per IUPAC recommendations, longest chain found in a continuous manner in a branched molecule is chosen as parent chain.

(b)

Interpretation Introduction

Interpretation:Reason behind 3-methyl-5-isobutyldecane as inappropriate as inappropriate for below molecule should be explained.

Concept introduction:The IUPAC name begins with prefix to designate the number of C atoms in the longest chosen parent alkane followed by the suffix −ane. Positions of side chains or substituents are indicated by lowest numeral places before prefix.

The IUPAC system for nomenclature of straight hydrocarbon makes use of table given as follows:

As per IUPAC recommendations, all the side chains are named in alphabetical order.Names of branches that occur commonly as side chains are listed below:

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE

Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br A