Synthesis Flashcards
What 4 ways can be used to extend a carbon chain
- Reacting a halogenoalkane with a cyanide ion forms a nitrile with one more carbon atom than the halogenoalkane
- The addition of hydrogen cyanide to a carbonyl compound
- The alkylation of benzene, introduced an alkyl group into a benzene ring.
- The use of a Grignard reagent
How are Grignard made?
Heating under reflux the chosen halogenoalkane or haloarene with magnesium in a solvent of dry ether
What do Grignard reagents involve the use of
Which element
Organometallic compounds containing magnesium
How is the magnesium’s bonded to and which type of bond
Covalently to both the alkyl group and halogen
General equation for the formation of a Grignard reagent
R-Br + Mg —> R-Mg-Br
Grignard reaction with CO2
Give the equation, name of product and how many carbons added
RMgBr —> RCOOH
Carboxylic acid
Increase by 1 carbon atom
Grignard reaction with methanal
Give the equation, name of product and how many carbons added
RMgBr —> RCH2OH
Primary alcohol
Increased by 1 carbon atom
Grignard reaction with aldehyde
Give the equation, name of product and how many carbons added
RMgBr —> R1R2CHOH
Secondary alcohol
Increased by as many carbon atoms in R1 and R2
Grignard reaction with ketone
Give the equation, name of product and how many carbons added
RMgBr —> R1R2R3COH
Tertiary alcohol
Increased by as many carbon atoms in R1, R2 and R3
What is done after the Grignard reaction
A dilute acid is added to obtain the desired organic product