Carbonyls Flashcards

1
Q

Carbonyl

A

Carbon double bonded to Oxygen C=O
- present in Aldehydes,Ketones, Carboxylic acids + Amides

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2
Q

Example of difference between Aldehydes + Ketones

A

Aldehydes have C=O at end
Ketones have C=O in middle

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3
Q

Are Aldehydes and Ketones soluable in Water

A

Yes
Can form Hydrogen bonds with Water due to Electronegative Oxygen

As carbon chain increase they become less soluble

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4
Q

Is the boiling point of aldehydes + Ketones higher or lower than corresponding Alcohol + Carboxylic Acid

A

Lower
A + K cannot Hydrogen bond with each other = relies on Dipole-Dipole + London Forces

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5
Q

3 elements which can hydrogen bond

A

Fluorine oxygen Nitrogen

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6
Q

What do Aldehydes and ketones look and smell like

A

Colourless liquid + Fruity smell

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7
Q

What are the 3 tests for carbonyls

A

Feelings
Tollen’s reagent
2,4 DNPH Solution

Aldehydes give + results for all and ketones give negative results for all except 2,4 DNPH

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8
Q

Conditions for fehlings test and positive results

A

Mix Fehlings A + B and Warm

Blue to Brick red
Due to Cu2+ to Cu+

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9
Q

Conditions and positive result for Tollens Reagent

A

Warm sample with Tollens

Silver mirror forms + Coats Test Tube
Due to Ag+ to Ag

Tollens reagent is Ammonical Silver Nitrate

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10
Q

Positive results for 2,4 DNPH

A

Yellow/Orange precipitate forms

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11
Q

What reagent is used to reduce Aldehydes + Ketones back to Alcohols

A

LiAlH4
Provides hydride ( H-) ions

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12
Q

Reagents + Conditions for carbonyl + Cyanide

A

HCN in KCN

HCN = H+ (+) CN-
Weak acid

HCN made in mix of KCN + H2SO4

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13
Q

How do carbonyls react with cyanide

A

Nucleophilic addition

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14
Q

What is produced as Bi-Product in the reaction of carbonyl + 2,4 DNPH

A

Water = it’s a condensation reaction

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15
Q

What technique can be used to identify what Carbonyl is present in Unknown sample

A

Test with 2,4 DNPH to make sure it’s a carbonyl

Recrystallisation + testing melting point to compare with data book to identify

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16
Q

Describe the Recrystallisation / Purifying of Carbonyl + 2,4 DNPH to identify Carbonyl

A

1- 2,4 DNPH + Carbonyl
2- Filter product with Hirsch funnel
3- Dissolve impure solid in warm ethanol
4- put in Ice bath
5- Filter product with Hirsch funnel again + rinse with ice cold water
6- let solvent evaporate = leaving dry crystals
7- put Crystals in capillary tube + measure melting point

17
Q

How is the impure solution filtered when using Hirsch or Büchner funnel

A

Filtered under suction

18
Q

What test can be used to test for a methyl carbonyl - in aldehyde or ketone

A

IodoForm reaction

19
Q

What does the IodoForm reaction do

A

Shortens carbon chain

20
Q

What colour precipitate is seen for a positive result of Iodoform reaction

A

Pale yellow precipitate

21
Q

Conditions for IodoForm reaction

A

Iodine in alkaline solution

= Warm sample with Iodine(I2) in potassium Iodide + aqueous potassium Hydroxide

Iodine
Potassium iodide
Potassium hydroxide

22
Q

Show the IodoForm reaction

A
23
Q

Prefix at end of aldehydes

A

-Anal

24
Q

Prefix at end of ketone

A

-Anone

25
Q

Name these 2 aldehydes + ketones

A

1 = methanal
2 = Ethanal
3 = Propanone
4 = 5-methyl Hexan-3-one