Synthesis Flashcards

1
Q

What 4 ways can be used to extend a carbon chain

A
  1. Reacting a halogenoalkane with a cyanide ion forms a nitrile with one more carbon atom than the halogenoalkane
  2. The addition of hydrogen cyanide to a carbonyl compound
  3. The alkylation of benzene, introduced an alkyl group into a benzene ring.
  4. The use of a Grignard reagent
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2
Q

How are Grignard made?

A

Heating under reflux the chosen halogenoalkane or haloarene with magnesium in a solvent of dry ether

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3
Q

What do Grignard reagents involve the use of
Which element

A

Organometallic compounds containing magnesium

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4
Q

How is the magnesium’s bonded to and which type of bond

A

Covalently to both the alkyl group and halogen

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5
Q

General equation for the formation of a Grignard reagent

A

R-Br + Mg —> R-Mg-Br

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6
Q

Grignard reaction with CO2
Give the equation, name of product and how many carbons added

A

RMgBr —> RCOOH
Carboxylic acid
Increase by 1 carbon atom

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7
Q

Grignard reaction with methanal
Give the equation, name of product and how many carbons added

A

RMgBr —> RCH2OH
Primary alcohol
Increased by 1 carbon atom

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8
Q

Grignard reaction with aldehyde
Give the equation, name of product and how many carbons added

A

RMgBr —> R1R2CHOH
Secondary alcohol
Increased by as many carbon atoms in R1 and R2

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9
Q

Grignard reaction with ketone
Give the equation, name of product and how many carbons added

A

RMgBr —> R1R2R3COH
Tertiary alcohol
Increased by as many carbon atoms in R1, R2 and R3

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10
Q

What is done after the Grignard reaction

A

A dilute acid is added to obtain the desired organic product

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