Chem 2L Post Laboratory

Discussion

Experiment No. 16-22

Racquel C. Barcelo, Ph.D

Associate Professor
 Experiment No.16
Production & Properties of
Ethyl Alcohol
Fermentation Set Up
Experimental Results
Purification by Distillation
Experimental Results

triiodomethane
Properties of Ethyl Alcohol

See video
Answers to Questions
Answers to Questions
Answers to Questions

Signs of Alcoholism

See video
 Experiment No.17
Properties & Reactions of Alcohols
Experimental Results
Experimental Results
Experimental Results
Experimental Results
Experimental Results
Answers to Questions
Answers to Questions
Answers to Questions
Answers to Questions
Answers to Questions
 Experiment No.18
Chemical Tests for Alcohols
& Phenolic Compounds
Experimental Results
Experimental Results
Experimental Results
Recall:
 Experimental Results
Differentiation of Primary, Secondary
& Tertiary Alcohols
Lucas Test
Alcohol Immediately After After
Upon Standing for Standing for
Standing 5 minutes 30 minutes
n- butyl Clear Clear Light pink
sec-butyl Clear Clear Light tinge
of brown
tert-butyl 2 layers 2 layers 2 layers
Oxidation Rate Test
Alcohol Rates of Odor Color
Reaction
n- butyl 1st Spoiled milk Greenish black
sec-butyl 2nd Petroleum Greenish black

tert-butyl 3rd Thinner Greenish black

 Experimental Results
Test for Glycerol
-sharp irritating/acrid odor
-acrolein (2-propenal)

Test for Phenolic Compounds

1. Ferric Chloride Test 2. Millon’s Test

Phenolic Color Phenolic Color

Compound Compound
Phenol purple Phenol red
Salicylic acid purple Salicylic acid light red
Resorcinol dark green Resorcinol orange
Picric Acid yellow red
orange Picric Acid yellow
Answers to Questions
Experiment No.20
Ether
Experimental Results
Answers to Question
Answers to Question
 Answers to Question

Sodium tert-buthoxide
Experiment No.21
Aldehydes
Introduction
Summary of Experimental Results

Pink to Pink to
colorless colorless

KMNO4 Test

Schiff’s
Reagent

Tollen’s Test
Summary of Experimental Results

Pink to Pink to
colorless colorless

Fehling’s Test

Schiff’s
Reagent

Schiff’s Test
Summary of Experimental Results

Pink to Pink to
colorless colorless

NaOH Rxn

Schiff’s
Reagent

Addition Rxn
Experimental Results
Answers to Questions
Answers to Questions
 Answers to Questions
4.
a) Aldehyde + Acidified Potassium Permanganate

RCHO + 2KMnO4 + H2SO4  RCOOH + K2SO4 + 2

MnO2 + H2O

e.g. CH3CHO + 2 KMnO4 + H2SO4  CH3COOH +

K2SO4 + 2 MnO2 + H2O
 Answers to Questions
4.
b) Aldehyde + Tollen’s Reagent

RCHO + 2 AgNO3 +2 NH4OH  RCOOH + 2 Ag + 2

NH4NO3 + H2O

e.g CH3CHO + 2 AgNO3 + 2NH4OH  CH3COOH + 2

Ag + 2 NH4NO3 + H2O
 Answers to Questions
4.
c) Aldehyde + Fehling’s Reagent

RCHO + 2 CuSO4 + 4 NaOH  RCOOH + Cu2O +

2 Na2SO4 + 2H2O

e.g CH3CHO + 2 CuSO4 + 4NaOH  CH3COOH +

Cu2O + 2 Na2SO4 + 2 H2O
 Answers to Questions
4.
d) Aldehyde + NaOH

2HCHO + NaOH  HCOONa + CH3OH

e) Aldehyde + NaHSO3
OH
I
RCHO  R-C-H
I
SO3Na
 Answers to Questions
4.
f) Aldehyde from a primary alcohol
Ag
2 RCH2OH + O2  2 RCHO + 2 H2O
g) Linear polymerization of formaldehyde
H2O
HCHO  HO –(CH2O)-H
h) Cyclic polymerization of formaldehyde
H2O & Trace of H2SO4
3HCHO  paraformaldehyde
 Answers to Questions
4.
i) Linear polymerization of acetaldehyde
dry HCl (cold)
CH3CHO  HO- (CHO)-H
I
CH3
j) Cyclic polymerization of acetaldehyde

3 CH3CHO  para acetaldehyde

Experiment No.22
Ketones
Introduction
Experimental Results
Experimental Results

NaOH
Schiff’s Rgt

Addition Reaction

Iodoform Test
Answers to Question

sulfite
Answers to Question
Thank you