/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q43P. Question: Give systematic (IUPAC... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Question: Give systematic (IUPAC) names of the following alkenes.

(a)

(b)

(c)

(d)

(e)

(f)

Short Answer

Expert verified

Answer:

  1. The IUPAC name for the given compound is2-ethyl hex-1-ene.
  2. The IUPAC name for the given compound is3-ethyl hex-3-ene.
  3. The IUPAC name for the given compound is2,6-dimethyl non-1,3,5-triene.
  4. The IUPAC name for the given compound is4-ethyl hept-3-ene.
  5. The IUPAC name for the given compound is1-cyclopentyl cyclohex-1,3-diene.
  6. The IUPAC name for the given compound is 6-bromo-3-chloromethyl non-1,3,5-triene.

Step by step solution

01

Rules of IUPAC

IUPACis the International Union of Pure and Applied Chemistry, the organization which has given a certain set of rules for the nomenclature of the organic compounds. Some of the rules are:

  1. Select the longest chain with maximum number of carbon atoms as the parent chain.
  2. The remaining groups are called as substituents.
  3. Name the substituents alphabetically.
  4. If there are more than one same substituent, use di, tri, tetra, etc.
  5. The prefix for alkane is ane, alkene is ene, and alkyne is yne.
02

Identify the parent chain and name the compound according to rules.

Do the numbering of the compounds by identifying the parent chain having maximum number of carbon atoms. Identify the substituents and then name the compound accordingly.

(a)

Compound (a)

Here, the parent chain will comprise of 6 carbon atoms and is an alkene. On carbon-2, there is an ethyl substituent. So, the IUPAC name of the compound is 2-ethylhex-1-ene.

(b)

Compound (b)

Here, the parent chain will comprise of 6 carbon atoms and is an alkene. On carbon-3, there is an ethyl substituent. So, the IUPAC name of the compound is 3-ethyl hex-3-ene.

(c)

Compound (c)

Here, the parent chain will comprise of 9 carbon atoms and is an alkene. On carbon-2 and carbon-6, there is a methyl substituent. So, the IUPAC name of the compound is 2,6-dimethyl non-1,3,5-triene.

(d)

Compound (d)

Here, the parent chain will comprise of 7 carbon atoms and is an alkene. On carbon-4, there is an ethyl substituent. So, the IUPAC name of the compound is 4-ethyl hept-3-ene.

(e)

Compound (e)

Here, the parent chain will comprise of 6 carbon atoms and is a cyclic alkene. On carbon-1, there is acyclopentyl substituent. So, the IUPAC name of the compound is 1-cyclopentyl cyclohex-1,3-diene.

(f)

Compound (f)

Here, the parent chain will comprise of 9 carbon atoms and is an alkene with 3 double bonds having the priority. On carbon-3, there is achloromethyl substituent and on carbon-6, there is bromo group as the substituent. So, the IUPAC name of the compound is 6-bromo-3-chloromethyl non-1,3,5-triene.

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 91Ó°ÊÓ!

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

When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain why this compound cannot undergo the E2 reaction in the chair conformation.

Show that the (S,S) enantiomer of this (R,R) diastereomer of 1-bromo-1,2-diphenylpropane also undergoes E2 elimination to give the cis diastereomer of the product. (We do not expect these achiral reagents to distinguish between enantiomers.)

When 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsev product predominates.

  1. Draw the reaction, showing the major and minor products.
  2. When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results. For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl group cis. Use your models to draw a Newmanprojection of the transition state to show why this stereospecificity is observed.
  3. Use a Newman projection of the transition state to predict the major product of elimination of (2S,3R)-2-bromo-3-phenylbutane.
  4. Predict the major product from elimination of (2S,3S)-2-bromo-3-phenylbutane. This prediction can be made without drawing any structures, by considering the results in part (b).

A graduate student wanted to make methylenecyclobutane, and he tried the following reaction. Propose structures for the other products, and give mechanisms to account for their formation.

(a) Design an alkyl halide that will give only 2,4-diphenylpent-2-ene upon treatment with potassium tert-butoxide (a bulky base that promotes E2 elimination).

(b) What stereochemistry is required in your alkyl halide so that only the following stereoisomer of the product is formed?

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.