1. Unknown # 1
Type of Compound
Alcohol
Aldehyde
Ketone

2. Set C Set A Set B Your unknown will be from one of these sets.
trans-cinamaldehyde
acetophenone
1-octanol
cyclohexanone
4-methyl-2-pentanol
2-methyl-1-propanal
2-propanone
1-pentanol
2-methyl-1-propanol
2-propanol
2-butanone
benzaldehyde
2-butanol
2-pentanone
1-pentanol
Your unknown will be from one of these sets.

3. Procedure
Classification Tests
Solid Derivative

4. Classification Tests Chromic acid test Iodoform test
2,4-Dinitrophenylhydrazine test

5. Chromic Acid Test
CrO3/H2SO4 in acetone
Cr3+
H2CrO4
green
red

6. Chromic Acid Test
RCH2OH
RCOOH
R2CHOH
R2CO
RCOOH
RCHO

7. Iodoform Test
Reagent: NaOH and I2 (NaOI)

8. Iodoform Test

10. 2,4-dinitrophenylhydrazine test
Aldehyde or ketone

11. 2,4-dinitrophenylhydrazone+

13. Derivatives Aldehydes and Ketones 1. 2,4-dinitrophenylhydrazone
2. Semicarbazone

14. Alcohol Derivative
3,5-dinitrobenzoyl
chloride
3,5-dinitrobenzoate

15. E B D A C
CrO3 + -
B,C
A, D, E + -
DNP + - B C E
A,D
Iodoform + - D A