Chapter 18
Download
1 / 48

Ethers and Epoxides; Thiols and Sulfides - PowerPoint PPT Presentation


  • 315 Views
  • Updated On :

Chapter 18. Ethers and Epoxides; Thiols and Sulfides. Ethers. Definition: Two organic groups bonded to the same oxygen atom Examples:. Diethyl ether. Methyl phenyl ether (Anisole). Tetrahydrofuran (cyclic ether). Naming of Ethers. There are two ways to name it:

Related searches for Ethers and Epoxides; Thiols and Sulfides

loader
I am the owner, or an agent authorized to act on behalf of the owner, of the copyrighted work described.
capcha
Download Presentation

PowerPoint Slideshow about 'Ethers and Epoxides; Thiols and Sulfides' - harsha


An Image/Link below is provided (as is) to download presentation

Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author.While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server.


- - - - - - - - - - - - - - - - - - - - - - - - - - E N D - - - - - - - - - - - - - - - - - - - - - - - - - -
Presentation Transcript
Chapter 18 l.jpg

Chapter 18

Ethers and Epoxides;

Thiols and Sulfides


Ethers l.jpg
Ethers

  • Definition: Two organic groups bonded to the same oxygen atom

  • Examples:

Diethyl ether


Slide3 l.jpg

Methyl phenyl ether (Anisole)

Tetrahydrofuran (cyclic ether)


Naming of ethers l.jpg
Naming of Ethers

There are two ways to name it:

  • Identifying the two organic substituents and adding the word ether

Dimethyl ether


Slide5 l.jpg

Tert-Butyl methyl ether

Ethyl-phenyl ether


Slide6 l.jpg

Tert-butoxy butane

Para-ethoxy methoxy benzene


Slide7 l.jpg

1-methoxy-cyclohexene considered an

4-tert-Butoxy-1-cyclohexene


Slide8 l.jpg

Isopropoxy cyclohexane considered an

p-dimethoxybenzene


Slide9 l.jpg

  • Physical Properties considered an

  • Soluble in water

  • Boiling point: very low, about 200C

  • R—O—R bonds: tetrahedral bond angle

  • The Oxygen atom is sp3-hybridized


Preparation of ethers l.jpg
Preparation of Ethers considered an


Symmetrical ethers r o r l.jpg
Symmetrical ethers considered an R-O-R


Slide12 l.jpg

Mechanism: considered an


Examples l.jpg
Examples considered an


Symmetrical ethers r o r14 l.jpg
Symmetrical ethers considered an R-O-R’

  • The Williamson Ether Synthesis:


Examples15 l.jpg
Examples considered an

α-D-Glucose

Α-D-Glucose pentamethyl ether


Slide16 l.jpg

tert-Butoxide ion considered an

Iodomethane

tert-Butyl methyl ether


Slide17 l.jpg

Methoxide ion considered an

2-Chloro-2-methylpropane

2-Methylpropene


Slide18 l.jpg

1) considered an Reaction

  • Alkoxymercuration of Alkenes


Slide19 l.jpg

2. considered an Mechanism


Slide20 l.jpg

3. considered an Examples

Styrene

1-Methoxy-1-phenyethane


Reaction of ethers l.jpg
Reaction of Ethers considered an


Slide22 l.jpg

  • Acidic Cleavage considered an

    1) Ethers with primary and secondary alkyl groups react by an SN2

Ethyl isopropyl ether

Isopropyl alcohol

Iodoethane


Slide23 l.jpg

Mechanism considered an


Slide24 l.jpg

Examples: considered an

Bromoethane

Ethyl phenyl ether

Phenol

2-Ethoxypropanoic acid

Iodoethane

Lactic acid


Slide25 l.jpg

2) Ethers with a tertiary, benzylic, or allylic group react by an SN1 or E1

E1 reaction

tert-Butyl cyclohexyl ether

Cyclohexanol

2-Methylpropene


Slide26 l.jpg

Mechanism: by an


Slide27 l.jpg

S by an N1 reaction


Slide28 l.jpg

Mechanism: by an


Slide29 l.jpg

1) by an Claisen rearrangement is pecific to allyl aryl ethers, Ar-O-CH2CH=CH2

  • Claisen Rearrangement

2) Example:

Phenol

Sodium phenoxide

Allyl phenyl ether

Allyl phenyl ether

0-Allylphenol


Slide30 l.jpg

3) by an Mechanism:

Transition state






ad