Give the IUPAC name for each compound.

a.

b.

c.

d.

e.

f.

Short Answer

Expert verified

a. The IUPAC name of the compound is 5-ethyl-2-methylcyclohexanone.

b. The IUPAC name of the compound is trans-2-benzylcyclohexanecarbaldehyde.

c. The IUPAC name of the compound is o-nitroacetophenone.

d. The IUPAC name of the compound is 3,4-diethylhexanal.

e. The IUPAC name of the compound is (5E)-2,5-dimethyloct-5-en-4-one.

f. The IUPAC name of the compound is 3,4-diethyl-2-methylhex-3-enal.

Step by step solution

01

Aldehydes and ketones

Aldehydes and ketones come under the category of compounds termed as “carbonyl compounds.” They undergo several reactions, and one among them is the nucleophilic addition reaction.

02

IUPAC nomenclature of aldehydes and ketones

In the case of aldehydes, if the CHO group is connected to several carbon chains, the suffix –al is used in the end. The suffix that is utilized for ketones is –one.

03

IUPAC nomenclature of the given compounds

a. The given structure has six carbons in the cyclic ring. On this ring, the C=O group is substituted at the first carbon, the one methyl group is substituted at the second carbon, and one ethyl group is substituted at the fifth carbon. Hence, the IUPAC nomenclature of the compound is 5-ethyl-2-methylcyclohexanone.

Compound a

b. The given structure comprises six carbons in the cyclic ring. The aldehyde group is substituted at the first carbon above the plane, and a benzyl group is substituted at the second carbon.

Hence, the IUPAC name of the compound is trans-2-benzylcyclohexanecarbaldehyde.

Compound b

c. The given compound contains a benzene ring possessing six carbons. A group is present in the benzene ring, and a nitro group is also situated ortho to it. Hence, the IUPAC name of the compound is o-nitroacetophenone.

Compound c

d. The given structure contains six carbons in the parent chain. The aldehyde group is substituted at the first carbon, and the third and fourth carbon atoms are substituted with an ethyl group. Hence, the IUPAC name of the compound is 3, 4-diethylhexanal.

Compound d

e. The given structure has eight carbons in the parent chain. The C=O group is substituted at the fourth carbon, the second carbon and the fifth carbon are substituted with a methyl group.

A C=C bond is present between the fifth carbon and the sixth carbon. The prefix utilized in the IUPAC name is E, as the high priority groups are present opposite each other around the C=C bond.

Hence, the IUPAC name of the compound is (5E)-2, 5-dimethyloct-5-en-4-one.

Compound e

f. The longest chain comprises six carbons. The first carbon is substituted with the aldehyde group; the second carbon is substituted with the methyl group, and the C=C bond is present between the third and fourth carbons.

Hence, the IUPAC name of the compound is 3, 4-diethyl-2-methylhex-3-enal.

Compound f

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Draw all stereoisomers formed in each reaction.

a.

b.

c.

d.

Maltose is a carbohydrate present in malt, the liquid obtained from barley and other grains. Although maltose has numerous functional groups, its reactions are explained by the same principles we have already encountered.

a. Label the acetal and hemiacetal carbons.b. What products are formed when maltose is treated with each of the following reagents: [1] ; [2] and HCl; [3] excess NaH, then excess ?c. Draw the products formed when the compound formed in Reaction [3] of part (b) is treated with aqueous acid.The reactions in parts (b) and (c) are used to determine structural features of carbohydrates like maltose. We will learn much more about maltose and similar carbohydrates in Chapter 28.

Besides the tert-butyldimethylsilyl ethers introduced in Chapter 20, there are many other widely used alcohol protecting groups. For example, an alcohol such as cyclohexanol can be converted to a methoxy methyl ether (a MOM protecting group) by treatment with base and chloromethyl methyl ether, . The protecting group can be removed by treatment with aqueous acid.

a. Write a stepwise mechanism for the formation of a MOM ether from cyclohexanol.

b. What functional group comprises a MOM ether?

c. Besides cyclohexanol, what other products are formed by aqueous hydrolysis of the MOM ether? Draw a stepwise mechanism that accounts for formation of each product.

What two enamines are formed when 2-methylcyclohexanone is treated with (CH3)2NH?

Brevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxynonan-2-one.

a. Suggest a structure for brevicomin.

b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2-one. You may also use three-carbon alcohols and any required organic or inorganic reagents.

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free