Experiments of Carbonyl Compounds
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Generally referred to as derivatives of water:
alcohol ether phenol
readily donates the H bonded to O in the presence of a strong base or Na and K metal making them slightly acidic.
alcohol and phenol
more acidic than alcohol due to the resonance structures of phenoxide ion
phenol
can be classified as primary, secondary and tertiary .
alcohol
has a general formula R-O-R, is less reactive compared to alcohol and phenol
ether
show the general formula of aldehyde and keton
grade yourself accordingly
draw the general formula of types of alcohol
grade yourself accordingly
are characterized by the presence of the carbonyl group -C=O
aldehyde and ketone
Both are polar compounds which explain their relatively higher melting and boiling points compared with hydrocarbons of comparable molecular weight
aldehyde and ketone
Because of their polarity, these are both fairly soluble in water
aldehyde and ketone
test for the presence of aldehydes and ketones wherein both produce yellow crystalline derivatives
2,4-dinitrophenylhydrazine test
can be used to differentiate between aldehydes and ketones
oxidation reactions
are easily oxidized compared to ketones
aldehydes
resistant to oxidation
ketones
commonly used to determine the presence of aldehydes. The test uses silver nitrate and ammonia in water
Tollen’s test
containing methyl group attached to the carbonyl carbon can be determined using the iodoform test.
ketones
test used in experiments of carbonyl compounds
2,4-DNP Tollen’s test Iodoform Test Jones Test
samples to be tested
Benzaldehyde Acetone Acetaldehyde Formaldehyde 2-propanol 2-pentanone 3-pentanone Cyclohexanone (not done in the video)
reagents used
Tollen’s reagent 10% NaOH 2,4-dinitrophenylhydrazine 95% ethanol I2 / KI solution Chromic acid reagent
equipment needed
test tubes pasteur pipettes 10mL graduated cylinder
procedure for dinitrophenylhydrazine test
add 2 mL of ethanol to each test tube add 5 drops of acetone to first test tube add 5 drops of benzaldehyde to the second test tube add 2 mL of 2,4-dinitrophenylhydrazine shake and observe
• Tollen’s test procedure
Place 5 mL (3mL) Tollen’s reagent in each test tube Add 3-4 drops of formaldehyde to the first test tube, observe Add 3-4 drops of Benzaldehyde to the second test tube, observe Add 3-4 drops of acetone to third test tube, observe If there’s no reaction, place test tubes in hot water bath for two minutes
iodoform test procedures
Add 3 mL of 5% sodium hydroxide to each of the four test tubes Add 10 drops of acetone to the first test tubes Add 10 drops of 2-propanol to the second test tube Add 10 drops of 2-pentanone to the third test tube Add 10 drops of 3-pentanon to the third test tube Add about 10 mL of iodine solution to each test tube and shake
jones/chromic acid test
Place 1 mL acetaldehyde in a clean dry test tube Add 4-5 drops of chromic acid solution agitating the test tube with each addition Let stand for 10 minutes