Beginning with acetylene and any alkyl halide needed, how would you synthesize the following compounds?

(a)Decane

(b)2,2-Dimethylhexane

(c)Hexanal

(d)2-Heptanone

Short Answer

Expert verified

The transformations in the given question follow the following mechanistic pathway.

Step by step solution

01

Definition of Synthesis

The process of synthesis is a laboratory method of obtaining a particular compound with the help of other compounds and reagents

02

Formation of Decane

Conversion of acetylene into octane requires the following steps.

  • Firstly an acidic proton is abstracted from acetylene with the help of a base NaNH2. The anion formed attacks the bromooctane to form decyne.
  • H2/Pdcatalyst is used to reduce the alkyne into alkane.

03

Formation of 2,2-dimethylhexane

Conversion of acetylene into octane requires to two chemical reactions:

  • Firstly an acidic proton is abstracted from acetylene with the help of a base NaNH2. The anion formed attacks the alkyl halide to increase the number of carbons in the chain.
  • H2/Pdcatalyst is used to reduce the alkyne into alkane.

The complete mechanism is given below.

04

Formation of Hexanal

Conversion of acetylene into octane requires to two chemical reactions:

  • Firstly an acidic proton is abstracted from acetylene with the help of a baseNaNH2. The anion formed attacks the alkyl halide to increase the number of carbons in the chain.
  • Hydroboration-oxidation reactionconverts hex-1-yne into hexanal

Finally, formation of the product takes place.

The complete reaction mechanism is given below.

05

Formation of 2-Heptanone

Conversion of acetylene into octane requires to two chemical reactions:

  • Firstly an acidic proton is abstracted from acetylene with the help of a base NaNH2. The anion formed attacks the alkyl halide to increase the number of carbons in the chain.
  • Oxymercuration-demercuration reactionconverts hept-1-yne into 2-heptanone.

The complete reaction mechanism is given below.

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

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