organic synthesis reverse synthesis. always begin with the desired compound deconstruct your desired...

7
Organic Synthesis Reverse Synthesis

Upload: jeffry-mcdaniel

Post on 06-Jan-2018

216 views

Category:

Documents


4 download

DESCRIPTION

Synthesis Flowchart

TRANSCRIPT

Page 1: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

Organic Synthesis

Reverse Synthesis

Page 2: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

Reverse Synthesis

• Always begin with the desired compound• Deconstruct your desired compound using the

organic synthesis flowchart• Begin by using a word analysis of the reverse

synthesis• Above each word of the word analysis draw a

structure that matches the words • Complete each structure such that they

correspond the previous compounds structure

Page 3: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

Synthesis Flowchart

Page 4: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

ExampleShow one synthesis pathway that will produce ethanoic acid

beginning with an alkene or alkyl halide

Step 1: Draw structure of product and identify the functional groups present.

carboxylic acidOH

O

Page 5: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

Step 2: Prepare a word analysis by asking: “What comes before the current functional group on the synthesis flow chart.

Carboxylic AcidAldehyde1o AlcoholAlkene

Step 3: Draw the correct structures above each word in the word analysis.

Carboxylic AcidAldehyde1o AlcoholAlkene

OH

OOOH

CH2 CH2CH3 CH2OH

CH3 CH

O

CH3 C

O

OH

Page 6: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

Step 4: Complete the synthesis by adding reagents/conditions and name compounds.

OH

OOOH+

H2O

[O*] [O*]

ethanoic acidethanalethanolethene

How does the synthesis differ if it begins with an alkyl halide?

Page 7: Organic Synthesis Reverse Synthesis. Always begin with the desired compound Deconstruct your desired compound using the organic synthesis flowchart word

ExamplePropose a synthesis pathway for the production of hexanamide.

amide

O

NH2

carboxylic acidaldehydealcoholalkyl halide

amine

+

O

NH2

O

OH

OOH

NH3

Br

H2O+

[O*] [O*]