The structure of petroselenic acid and its consistency with the given observations is to be stated. Concept introduction: The hydrogenation reaction convert an unsaturated hydrocarbon into a saturated hydrocarbon in the presence of metal catalyst like Pt, Pd, Ni . The reaction of an alkene with warm KMnO 4 cleaves the double bond and converts it into dioic acid. The protons that are attached directly to an alkene is called vinylic protons. The NMR spectrum shows absorption of vinylic protons split by coupling constant (that are cis to each other) in the range of 6 − 15 Hz . To determine: The structure of petroselenic acid and its consistency with the given observations.

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Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 25, Problem 25.28SP

Interpretation Introduction

Interpretation: The structure of petroselenic acid and its consistency with the given observations is to be stated.

Concept introduction: The hydrogenation reaction convert an unsaturated hydrocarbon into a saturated hydrocarbon in the presence of metal catalyst like Pt, Pd, Ni.

The reaction of an alkene with warm KMnO4 cleaves the double bond and converts it into dioic acid.

The protons that are attached directly to an alkene is called vinylic protons. The NMR spectrum shows absorption of vinylic protons split by coupling constant (that are cis to each other) in the range of 6−15 Hz.

To determine: The structure of petroselenic acid and its consistency with the given observations.

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When an extract of parsley seed is saponified and acidified, one of the fatty acids isolated is petroselenic acid, formulaC18H34O2. Hydrogenation of petroselenic acid gives pure stearic acid. When petroselenic acid is treated with warmpotassium permanganate followed by acidification, the only organic products are dodecanoic acid and adipic acid. TheNMR spectrum shows absorptions of vinyl protons split by coupling constants of 7 Hz and 10 Hz. Propose a structure forpetroselenic acid, and show how your structure is consistent with these observations.2

Given the chemical equation in the synthesis of benzoic acid from toluene and potassium permanganate: C7H8(I) + 2KMnO4(aq) → KC7H5O2 + 2MnO2 (s) + KOH (aq) + H2O (I) KC2H5O2 (aq) + HCl (aq) → C7H8O2 (s) + KCl (aq) MW: C7H8 = 92.14 KMnO4 = 158.03 MnO2 = 86.94 KC7H5O2 = 160.21 C7H8O2 = 122 Density: C7H8 = 0.87 g/mL KMnO4 = 2.7 g/mL KC7H5O2 = 1.5 g/mL C7H8O2 = 1.27 g/mL If 1 mL of toluene and 4 mL of 50% w/v potassium permanganate solution are used to synthesize the benzoic acid in a reflux set-up, calculate the theoretical yield of benzoic acid. Show your complete solution and underline your final answer.

Acridine is a heterocyclic aromatic compound obtained from coal tar that is used in the synthesis of dyes. The molecular formula of acridine is C13H9N, and its ring system is analogous to that of anthracene except that one CH group has been replaced by N. The two most stable resonance structures of acridine are equivalent to each other, and both contain a pyridine-like structural unit. Write a structural formula for acridine.

Answer 2

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Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 25, Problem 25.28SP

Interpretation Introduction

Interpretation: The structure of petroselenic acid and its consistency with the given observations is to be stated.

Concept introduction: The hydrogenation reaction convert an unsaturated hydrocarbon into a saturated hydrocarbon in the presence of metal catalyst like Pt, Pd, Ni.

The reaction of an alkene with warm KMnO4 cleaves the double bond and converts it into dioic acid.

The protons that are attached directly to an alkene is called vinylic protons. The NMR spectrum shows absorption of vinylic protons split by coupling constant (that are cis to each other) in the range of 6−15 Hz.

To determine: The structure of petroselenic acid and its consistency with the given observations.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 25, Problem 25.28SP

Interpretation Introduction

Interpretation: The structure of petroselenic acid and its consistency with the given observations is to be stated.

Concept introduction: The hydrogenation reaction convert an unsaturated hydrocarbon into a saturated hydrocarbon in the presence of metal catalyst like Pt, Pd, Ni.

The reaction of an alkene with warm KMnO4 cleaves the double bond and converts it into dioic acid.

The protons that are attached directly to an alkene is called vinylic protons. The NMR spectrum shows absorption of vinylic protons split by coupling constant (that are cis to each other) in the range of 6−15 Hz.

To determine: The structure of petroselenic acid and its consistency with the given observations.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 25, Problem 25.28SP

Interpretation Introduction