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Question: Give the IUPAC name for each compound.

Short Answer

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Answer

a.1,1-dimethyl cyclohexane.

b.1-butyl-4-methyl cyclohexane.

c.1,2,3-trimethylcyclopentane.

d.1-sec-butyl-2-isopropylcyclohexane.

e.1-cyclopropylpentane.

f.3-butyl-1,1-dimethylcyclohexane.

Step by step solution

01

IUPAC naming

IUPAC naming is a set of regulations made to assign specific names to organic compounds. Organic chemists have given these rules that help to rectify the substituents and functional groups as per their counts.

02

Rules in IUPAC nomenclature

The carbon count is stated in the following way:

  • Three carbons- Tri
  • Fourcarbons-But
  • Fivecarbons-Pent
  • Sixcarbons- Hex, and so on

The bonds are named as:

  • -ane: single bond
  • -ene: double bond
  • -yne: triple bond
03

Determination of IUPAC names of given compounds

a. The longest carbon chain is the cyclohexane ring, which is calledthe parent chain. Two methyl groups are located at the first position on the cyclohexane ring.

Hence, the IUPAC name is 1,1-dimethylcyclohexane.

b.The longest carbon chain is a five-membered cyclopentane ring, which is called a parent chain. Three methyl groups are located at 1,2,3-positions on the cyclopentane ring.

Hence, the IUPAC name is 1,2,3-trimethylcyclopentane.

c. The number of carbon atoms in the cyclic chain is six, which is the parent chain. Substituents such as the n-butyl group and a methyl group are located at the first and fourth position carbon atoms, respectively.

Hence, the IUPAC name is 1-butyl-4-methylcyclohexane.

d.The longest carbon chain is the cyclohexane ring, which is called the parent chain. A secondary butyl group is located at the first position, and an isopropyl group is located at the second position on the cyclohexane ring.

Hence, the IUPAC name is 1-sec-butyl-2-isopropylcyclohexane.

e. The longest chain is of five carbon-containing pentane chains. A cyclopropane ring is attached as the substituent at the first carbon atom.

Hence, the IUPAC name is 1-cyclopropylpentane.

f. The longest carbon chain is the cyclohexane ring, which is called the parent chain. Abutyl group is located in the third position, and two methyl groups are bonded at the first carbon atom from where the numbering starts.

Hence, the IUPAC name is 3-butyl-1,1-dimethylcyclohexane.

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Most popular questions from this chapter

Question: Review classifying carbons and hydrogens in Section 3.2, and draw the structure of an alkane with molecular formula C7H16 that contains

a. one 40carbon;

b. only 10 and 20 carbons;

c.10 , 20, and 30 hydrogens.

Question: Glucose is a simple sugar with five substituents bonded to a six-membered ring.

a. Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring.

b. Convert this representation into one that uses a hexagon with wedges and dashed wedges.

c. Draw a constitutional isomer of glucose.

d. Draw a stereoisomer that has an axial OH group on one carbon.

Question: Read Appendix B on naming bicyclic compounds. Then give the IUPAC name for each of the following compounds.

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Question: The melting points and boiling points of two isomeric alkanes are as follows: CH3(CH2)6CH3, mp=-570C and bp=1260C;(CH3)3CC(CH3)3 , mp=1020C and bp=1060C.

a. Explain why one isomer has a lower melting point but higher boiling point.

b. Explain why there is a small difference in the boiling points of the two compounds but a huge difference in their melting points.

Question: Hydrocarbons like benzene are metabolized in the body to arene oxides, which rearrange to form phenols. This is an example of a general process in the body, in which an unwanted compound (benzene) is converted to a more water-soluble derivative called a metabolite, so that it can be excreted more readily from the body.

a. Classify each of these reactions as oxidation, reduction, or neither.

b. Explain why phenol is more water soluble than benzene. This means that phenol dissolves in urine, which is largely water, to a greater extent than benzene.

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