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Question: All of the following names are incorrect or incomplete. In each case, draw the structure ( or a possible structure) and name it correctly

Short Answer

Expert verified

Answer

a.) 3-ethyl-2-methylpentane


b.) 3,4-dimethylhexane

c.) 3,3-dimethylhexane

d.) 2-methyl-4-propylheptane

e.) 2-bromo-3-methylpentane

f.) 3,5-diethyl-2,6-dimethyloctane

Step by step solution

01

IUPAC nomenclature

For IUPAC nomenclature of organic compounds, first select the longest chain of carbon atom having maximum carbon atom.Once the chain is selected then numbering of carbon atom is done and it is done in such a manner that branching or functional group get the smallest number.

02

Explanation for part (a)

(a) 3-ethyl-4-methylpentane, here numbering of carbon atom is incorrect and if we do the numbering from other side then molecule name becomes3-ethyl-2-methylpentane.

03

Explanation for part (b)

(b) 2-ethyl-3-methylpentane, here selection of longest chain is incorrect. Longest chain is having six carbon atom and therefore the name is 3,4-dimethylhexane.

04

Explanation for part (c)

(c) 3-dimethylhexane, here two methyl groups are present at position 3 and hence correct name of molecule is 3,3-dimethylhexane.

05

Explanation for part (d)

(d) 4-isobutylheptane, while writing IUPAC name prefixes like iso-, neo- and tert- are not used. The correct name is 2-methyl-4-propylheptane.

06

Explanation for part (e)

(e) 2-bromo-3-ethylbutane is incorrect as longest chain is of five carbon atom. Hence, correct name is 2-bromo-3-methylpentane.

07

Explanation for part (f)

(f) 2,3-diethyl-5-isopropylheptane is incorrect as longest carbon chain is having eight carbon atoms. Hence, correct name is 3,5-diethyl-2,6-dimethyloctane.

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Most popular questions from this chapter

Question: The heat of combustion of cis-1,2-dimethylcyclopropane is larger than that of trans isomer. Which isomer is most stable? Use drawings to explain this difference in stability.

(a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial.

(b) Label the higher-energy conformation and the lower-energy conformation.

(c) The energy difference in these two conformations has been measured to be about23 k´³â€‰(5.4 k³¦²¹±ô)per mole. How much of this energy difference is due to the torsional energy of gauche relationships?

(d) How much energy is due to the additional steric strain of the1,3-diaxial interaction?

(a) Draw and name the five cycloalkane structures of formulaC5H10. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers.

(b) Draw and name the eight cycloalkane structures of formulaC6H12that do not show geometric isomerism.

(c) Draw and name the four cycloalkanes of formulaC6H12that do have cis-trans isomerism.

(a) Draw both chair conformations of cis - 1,4 -dimethylcyclohexane and determine which conformer is more stable.

(b) Repeat for the trans isomer.

(c) Predict which isomer (cis or trans) is more stable.

Question: Which of the following cycloalkanes are capable of geometric (cis-trans) isomerism? Draw the cis and trans isomers

(a)3 - ethyl - 1,1 - dimethylcyclohexane

(b)1 - ethyl - 3 - methylcycloheptane

(c)1 - ethyl - 3 - methylcyclopentane

(d)1 - cyclopropyl - 2 - methylcyclohexane

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