NEET - 2020-21

Chemistry
At a Eagle View
Day-05 19-03-2020
Haloform Test
O O
|| ||
 3x
R– C –CH3+4NaOH  CHX3 + 3Nax + 3H2O + R  C  ONa
Δ 
2

2 NaOH + I2 NaI + NaOI + H2O

O OH
|| |
 Haloform test given by compound containing CH3– C – or CH3– CH  group
 Ethanol, iso. propyl alcohol, sec. butyl alcohol gives haloform test also known as iodoform test.
 Methanol, ter. butyl alcohol do not give this test.
1. CH3COCH3 + 3NaOI CH3COCI3 + NaOH
CH3COCI3 + NaOH 

 CHI3 + CH3COONa
(yellow ppt)

3I2
2. CH3–CHO + 4NaOH Δ
 CHI3 + H–COONa + 3NaI + 3H2O
Acetaldehyde
O
|| 3Br2
3. CH3  C  CH2  CH3 + 4NaOH 
Δ
 CHBr3+3H2O
Bu tan  2  one

O
||
C2H5– C –ONa + 3NaBr
Mechanism
O O
|| OH ||
• CH 3– C –CH 2– H CH 3– C – CH2 I–I
–H2O
O
||
CH 3– C –CI3

OH
O O O
|| || |
CH3– C – O – H CH3– C –OH –
CI3 CH3– C – CI3
–
CI3 OH

O
||
CH3– C – O + CHI3
O O
|| ||
C C – ONa
CH3 4NaOH + CHI3 + 3NaI + 3H2O
4.
3I2
Acetophenone
4NaOH
5. CH3  CH2  CH 2  OH 
3I
 (-)ve test
2

CH 3
|
4NaOH
6. CH 3  CH  CH 2  OH 
Br
 (-)ve test
2

R O
| ||
4NaOH
7. CH 3  CH  OH   R  C  ONa  CHBr3
Br 2