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A2 Organic - aldehydes and ketones

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AB
-CHO is the functional group ofan aldehyde
>C=O is the functional group in aketone
CH3CHO is calledethanal
CH3.CO.CH3 is calledpropanone
CH3.CH2.CHO is calledpropanal
CH3.CH2.CO.CH3 is calledbutanone
CH3.CH2.CH2.CO.CH3 is calledpentan-2-one
CH3.CH2.CH2.CHO is calledbutanal
An aldehyde grouping is only found onthe end of a chain
a ketone grouping is only ever found inthe middle of a chain
CH3.CHO + Fehlings & heat observationturns from blue solution to red ppt
CH3.CHO + Fehlings reaction type isredox
In redox reaction aldehydes arereductants (reducing agents)
CH3.CO.CH3 + Fehlings & heatno reaction
CH3.CHO + ammoniacal AgNO3forms silver mirror
CH3.CO.CH3 + ammoniacal AgNO3no reaction between CH3.CO.CH3 and AgNO3
CH3.CHO + K2Cr2O7 & acid - heat under reflux observationchanges orange to green
CH3.CHO + K2Cr2O7 & acid - heat under reflux product isCH3COOH
CH3.CHO + 2,4 ditrophenylhydrazineyellow ppt
with 2,4 dinitrophenylhydrazine .....CH3.CO.CH3 gives a yellow ppt
aldehyde & ketones with 2,4 dinitrophenylhydrazine reaction type isaddition and elimination (of H2O)
CH3.CHO + HCN formsCH3.CHOH(CN)
CH3.CHO + HCN reaction typeaddition
CH3.CO.CH3 + HCN formsCH3.COH(CN).CH3
CH3.CHOH(CN) exists as optical isomers becauseit has a chiral centre (an asymmetric carbon atom)
A feature of molecules that have a chiral centre (an asymmetric carbon atom) isthey have 4 different groups on one carbon
optical isomers are mirror images whichare not superimposable
optical isomers have the same chemical properties but theyturn the plane of plane polarised light in opposite directions
When CH3.CHO is reacted with HCN the resulting solution is not optically active becausethe two isomers of CH3.CHOH(CN) have been formed in equal concentrations
CH3.CHO + LiAlH4 formsCH3.CH2OH
LiAlH4 - essential conditionsin dry ether
LiAlH4 is areducing agent
CH3.CO.CH3 + LiAlH4 formsCH3.CHOH.CH3
CH3.CH2OHa primary alcohol
CH3.CHOH.CH3 or any compound containing >CHOH is classed asa secondary alcohol
CH3.CO.CH3 & CH3.CHO & CH3.CH2OH all react with NaOH and I2 forming (observation)a pale yellow ppt with an antiseptic smell
CH3.CO.CH3 & CH3.CHO & CH3.CH2OH with NaOH + I2 product istriiodomethane (iodoform)
triiodomethane (iodoform) is formed when aan alcohol, aldehyde or ketone molecule contains CH3.CO
NaOH & I2 with CH3.CH2.CH2OHno iodoform (no CH3.CO!!)
NaOH & I2 with CH3.CHOH.CH3iodoform forms (CH3.CO!!) present


Chemistry Activities
The King's School, Grantham

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