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The following organic compounds cannot exist. Why?

a.2-chloro-2-butyne

b.2-methyl-2-propanone

c.1,1-dimethylbenzene

d.2-pentanal

e.3-hexanoicacid

f.5,5-dibromo-1-cyclobutanol

Short Answer

Expert verified

a. The "2-chloro-2-butyne" cannot exist because the second carbon atom contains five bonds.

a.The "2-methyl-2-propanone" cannot exist because the second carbon atom contains five bonds.

c. The "1,1-dimethyl-benzene" cannot exist because its first carbon atom contains five bonds.

d. The "2-pentanal" cannot exist because the aldehyde group cannot be placed at the second carbon atom.

e. The "3-hexanoicacid" cannot exist because the carboxylic group cannot be placed at the third carbon atom.

f. The " 5,5-dibromo-1-cyclobutanol" cannot exist because the compound does not consist of the fifth carbon atom.

Step by step solution

01

Presence of organic compound a

(a)

The following organic compound "2-chloro-2-butyne" cannot exist because:

By observing the molecular structure of the given compound,

one can notice that second carbon atom consists of five bonds which is impossible since carbon capacity for covalent bonding is up to four single bonds.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the "2-chloro-2-butyne" cannot exist because the second carbon atom contains five bonds.

02

Presence of organic compound b:

(b)

The following organic compound "2-methyl-2-propanone" cannot exist because:

By observing the molecular structure of the given compound,

one can notice that the second carbon atom consists of five bonds which is impossible since carbon capacity for covalent bonding is up to four single bonds.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the "2-methyl-2-propanone" cannot exist because the second carbon atom contains five bonds.

03

Presence of organic compound C:

(c)

The following organic compound"1,1-dimethyl-benzene" cannot exist because:

By observing the molecular structure of the given compound,

one can notice that first carbon atom consists of five bonds which is impossible since carbon capacity for covalent bonding is up to four single bonds.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the " 1,1-dimethyl-benzene" cannot exist because its first carbon atom contains five bonds.

04

Presence of organic compound d

(d)

The following organic compound "2-pentanal" cannot exist because:

By observing the molecular structure of the given compound,

one can notice that the second carbon atom has five bonds which is impossible since carbon capacity for covalent bonding is up to four single bonds, and by knowing the rule of the aldehyde group (carbonyl group bonded to at least one hydrogen atom),

It's possible to be positioned at the beginning or at the end of the structure.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the " 2-pentanal" cannot exist because the aldehyde group cannot be placed at the second carbon atom.

05

Presence of organic compound e

(e)

The following organic compound "3-hexanoicacid " cannot exist because:

By observing the molecular structure of the given compound,

one can notice that the third carbon atom has five bonds which is impossible since carbon capacity for covalent bonding is up to four single bonds. And by knowing the rule of the carboxylic acid (carbonyl group bonded to one hydroxyl group),

It's possible to be positioned at the beginning or at the end of the structure.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the "3-hexanoicacid" cannot exist because the carboxylic group cannot be placed at the third carbon atom.

06

Presence of organic compound f

(f)

The following organic compound "5,5-dibromo-1-cyclobutanol" cannot exist because:

By observing the molecular structure of the given compound,

One can notice cyclobut which means the given compound consists of four carbon atoms in its cyclic ring, not five carbon atoms which tells us that it is impossible to have two bromine atoms at the fifth carbon atom.

Therefore, that would be the main reason why the given organic compound cannot exist.

Therefore, the " 5,5-dibromo-1-cyclobutanol" cannot exist because the compound does not consist of the five-carbon atom.

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Most popular questions from this chapter

A general rule for a group of hydrocarbon isomers is that as the amount of branching increases, the boiling point decreases. Explain why this would be true.

If one hydrogen in a hydrocarbon is replaced by a halogen atom, the number of isomers that exist for the substituted compound depends on the number of types of hydrogen in the original hydrocarbon. Thus there is only one form of chloroethane (all hydrogens in ethane are equivalent), but there are two isomers of propane that arise from the substitution of a methyl hydrogen or a methylene hydrogen. How many isomers can be obtained when one hydrogen in each of the compounds named below is replaced by a chlorine atom?

(a) n-pentane

(b) 2-methylbutane

(c) 2,4-dimethylpentane

(d) methylcyclobutane

Consider the following reactions.

a. WhenC5H12is reacted withCl2(g)in the presence of ultraviolet light, four different monochlorination products form. What is the structure ofC5H12in this reaction?

b. WhenC4H8is reacted withH2O,a tertiary alcohol is produced as the major product. What is the structure ofC4H8in this reaction?

c. Whenis reacted with1-chloro1-methylcyclohexane is produced as the major product. What are the two possible structures forC7H12in this reaction?

d. When a hydrocarbon is reacted withH2Oand the major product of this reaction is then oxidized, acetone (2-propanone) is produced. What is the structure of the hydrocarbon in this reaction?

e. WhenC5H12Ois oxidized, a carboxylic acid is produced. What are the possible structures forC5H12Oin this reaction?

Mimosine is a natural product found in large quantities in the seeds and foliage of some legume plants. It has been shown to cause inhibition of hair growth as well as hair loss in mice.

a. What functional groups are present in mimosine?

b. Give the hybridization of the eight carbon atoms in mimosine.

c. How manyand bonds are found in mimosine?

Alkanes and aromatics are fairly stable compounds. To make them react, a special catalyst must be present. What catalyst must be present when reacting Cl2 with an alkane or with benzene? Adding Cl2 to alkyne does not require a special catalyst. Why are alkenes and alkynes more reactive than alkanes and aromatic compounds?

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