Review for Finals

From the given compounds below,

which will not form a silver
mirror in Tollens Test but will
give a positive result in Iodoform
Test?

3-hexanol
3-pentanone
2-methylcyclohexanal
phenylethanone

From the given compounds below,

which will not form a silver
mirror in Tollens Test but will
give a positive result in Iodoform
Test?

3-hexanol
3-pentanone
2-methylcyclohexanal
phenylethanone

Why was Ingrain dyeing employed

in the Sudan I experiment?

Fully formed Sudan I is too large to

anchor itself on the cloth
The cloth and Sudan I have the same
intermolecular forces of attraction
Sudan I is able to form chemical
interaction with the cloth via salt
linkages
Sudan I can bond well with the
functional groups present in the cloth

Why was Ingrain dyeing employed

in the Sudan I experiment?

Fully formed Sudan I is too large to

anchor itself on the cloth
The cloth and Sudan I have the same
intermolecular forces of attraction
Sudan I is able to form chemical
interaction with the cloth via salt
linkages
Sudan I can bond well with the
functional groups present in the cloth

Which will react the fastest in

Seliwanoffs Test?

Fructose
Glucose
Galactose
Starch

Which will react the fastest in

Seliwanoffs Test?

Fructose
Glucose
Galactose
Starch

Which of the following cannot be

used as a starting material for
soap making?

Cooking oil
Mayonnaise
Glycerol
Lye

Which of the following cannot be

used as a starting material for
soap making?

Cooking oil
Mayonnaise
Glycerol
Lye

Which substituent enhances the

acidity of carboxylic acids when
bonded directly to the acyl
carbon?

-CH2CH3
-OCH3
-OH
-NO2

Which substituent enhances the

acidity of carboxylic acids when
bonded directly to the acyl
carbon?

-CH2CH3
-OCH3
-OH
-NO2

Hinsberg test for Nmethylethanamine will yield a

product that is ___ in excess
NaOH and ___ in 5% HCl acid.

Soluble, insoluble
Soluble, soluble
Insoluble, insoluble
Insoluble, soluble

Hinsberg test for Nmethylethanamine will yield a

product that is ___ in excess
NaOH and ___ in 5% HCl acid.

Soluble, insoluble
Soluble, soluble
Insoluble, insoluble
Insoluble, soluble

Which among the following

combination (compound-reagentresult) is correct?
Acetone - Ag(NH3)2+ silver mirror
Propanal Na citrate, NaHCO3 and
CuSO4 in water brick red ppt
Formalin Schiffs reagent light
pink color
Cylopentanone I2 in KI and NaOH
yellow ppt

Which among the following

combination (compound-reagentresult) is correct?
Acetone - Ag(NH3)2+ silver mirror
Propanal Na citrate, NaHCO3 and
CuSO4 in water brick red ppt
Formalin Schiffs reagent light
pink color
Cylopentanone I2 in KI and NaOH
yellow ppt

Which of the following is not a

property of soap?

Soaps have hydrophobic and hydrophilic

parts
Soaps are the result of the reaction
between glucose and potassium
hydroxide
The hydrophobic part of soap is its
nonpolar tail
The nonpolar part causes the
formation of micelles

Which of the following is not a

property of soap?

Soaps have hydrophobic and hydrophilic

parts
Soaps are the result of the reaction
between glucose and potassium
hydroxide
The hydrophobic part of soap is its
nonpolar tail
The nonpolar part causes the
formation of micelles

Esters form a magenta colored

complex with FeCl3 after
treatment with ______.

NH4OH with alcoholic KOH

Alcoholic NH4Cl and alcoholic KOH
Neutral NH4Cl and alcoholic KOH
Alcoholic NH2OHHCl and Alcoholic
KOH

Esters form a magenta colored

complex with FeCl3 after
treatment with ______.

NH4OH with alcoholic KOH

Alcoholic NH4Cl and alcoholic KOH
Neutral NH4Cl and alcoholic KOH
Alcoholic NH2OHHCl and Alcoholic
KOH

Which of the following is formed

upon addition of benzensulfonyl
chloride and NaOH with aniline?

Sulfonamine
Sulfonamide
Sulfoxamine
Sulfonylamide

Which of the following is formed

upon addition of benzensulfonyl
chloride and NaOH with aniline?

Sulfonamine
Sulfonamide
Sulfoxamine
Sulfonylamide

Which of the following acyl

compound-alcohol pair produces
ester in the least amount?

Methanoic anhydride and ethanol

Acetic acid and butanol
Sodium butanoate and propanol
Ethanamide and 2-propanol

Which of the following acyl

compound-alcohol pair produces
ester in the least amount?

Methanoic anhydride and ethanol

Acetic acid and butanol
Sodium butanoate and propanol
Ethanamide and 2-propanol

Ribonucleic Acid, RNA, contains

the sugar ribose. What test can
be used to detect its presence in
a sample of RNA?

Hydroxamic Acid Test

Bials Test
Ninhydrin Test
Hinsberg Test

Ribonucleic Acid, RNA, contains

the sugar ribose. What test can
be used to detect its presence in
a sample of RNA?

Hydroxamic Acid Test

Bials Test
Ninhydrin Test
Hinsberg Test

Which type of amine cannot be

characterized using Hinsbergs
method?

Primary Amine
Secondary Amine
Tertiary Amine
Amphoteric Amine

Which type of amine cannot be

characterized using Hinsbergs
method?

Primary Amine
Secondary Amine
Tertiary Amine
Amphoteric Amine

A soap molecule is a/an

Ester
Carboxylic acid
Amide
Carboxylate Salt

A soap molecule is a/an

Ester
Carboxylic acid
Amide
Carboxylate Salt

The product of the hydrolysis of this

acid derivative changes a litmus paper
from red to blue and produces a
distinct sour smell. What could be this
compound?

The product of the hydrolysis of this

acid derivative changes a litmus paper
from red to blue and produces a
distinct sour smell. What could be this
compound?

Which of the following would prevent

the formation of side products in the
synthesis of Sudan I?

Preparing phenyldiazonium chloride

solution in a acidic medium
Recrystallization of the product
Preparing -naphthol solution in
acidic medium
None of the above

Which of the following would prevent

the formation of side products in the
synthesis of Sudan I?

Preparing phenyldiazonium chloride

solution in a acidic medium
Recrystallization of the product
Preparing -naphthol solution in
acidic medium
None of the above

What test/reagent may be used

to confirm the product of
methanol and benzoic acid upon
refluxing with H2SO4 ?

Friedel-Crafts alkylation
5% NaHCO3
Lucas Test
Hydroxamic Acid Test

What test/reagent may be used

to confirm the product of
methanol and benzoic acid upon
refluxing with H2SO4 ?

Friedel-Crafts alkylation
5% NaHCO3
Lucas Test
Hydroxamic Acid Test

3-phenylbutanal will give positive

result on the following tests
except:

Reaction with 2,4-DNPH

Schiffs test
Iodoform test
Benedicts test

3-phenylbutanal will give positive

result on the following tests
except:

Reaction with 2,4-DNPH

Schiffs test
Iodoform test
Benedicts test

Modified True or False

1. Seliwanoffs test is a test for
RNA.
2. Compounds that yield the same
osazone are known as enantiomers.
3. Soap molecules tend to form
micelles due to their hydrophobic
heads.

Modified True or False

1. Bials Test is a test for RNA.
2. Compounds that yield the same
osazone are known as epimers.
3. Soap molecules tend to form
micelles due to their hydrophobic
tails.

4. Reaction of acetic acid with FeCl3

gives a flesh colored precipitate.
5. Refluxing purifies the synthesized
ester through removal of excess water
by evaporation.
6. In the synthesis of ester, H2SO4 acts
as the catalyst by making the C=O of
the carboxylic acid a good leaving
group.
7. 2-pentanol and acetone cant be
differentiated using Iodoform test.

4. Reaction of acetic acid with FeCl3

gives a Red solution/red complex.
5. Distillation purifies the synthesized
ester through removal of excess water
by evaporation.
6. In the synthesis of ester, H2SO4 acts
as the catalyst by making the O-H of
the carboxylic acid a good leaving
group.
7. 2-pentanol and acetone cant be
differentiated using Iodoform test.
TRUE!

8. The coupling reagent should contain

strongly electron donating groups to
facilitate the coupling reaction in the
synthesis of diazo compounds.
9. Diazotization requires primary
alkylamines to react with HONO to
produce the diazonium salt.
10. Base hydrolysis of primary amides
yields a vapor that turns litmus
paper red to blue.

8. The coupling reagent should contain

strongly electron donating groups to
facilitate the coupling reaction in the
synthesis of diazo compounds. TRUE
9. Diazotization requires primary
aromatic amines to react with HONO
to produce the diazonium salt.
10. Base hydrolysis of primary amides
yields a vapor that turns litmus
paper red to blue. TRUE

11. Cyclobutanol produces a yellow

orange precipitate with 2,4-DNPH.
12. In diazotization, sodium nitrite is
converted to HNO2, the primary
diazotization reagent.
13. Hydrolysis of polysaccharides takes
time due to several double bonds
that need to be broken.
14. Given 1 mole of triglyceride, three
moles of KOH is necessary for
saponification.

11. Cyclobutanol produces a yellow

orange solution with 2,4-DNPH.
12. In diazotization, sodium nitrite is
converted to HNO2, the primary
diazotization reagent. TRUE
13. Hydrolysis of polysaccharides takes
time due to several glycosodic bonds
that need to be broken.
14. Given 1 mole of triglyceride, three
moles of KOH is necessary for
saponification. TRUE

Azo DYES!!! Give the amine and

coupling compound.

Eriochrome Black T- complexometric

indicator

Amine

Coupling agent

Azo DYES!!! Give the amine and

coupling compound.
Fast Yellow AB- food dye
(harmful)

 AMINE

Coupling Agent

Azo DYES!!! Give the amine and

coupling compound.
Alizarin Yellow R pH indicator

 Amine

Coupling Agent

Azo DYES!!! From the reagents,

give the Azo Dye!

 Citrus Red 2 carcinogenic dye

used on some skin of oranges

Azo DYES!!! From the reagents,

give the Azo Dye!

 Methyl Red used as pH indicator

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

FeCl3 colored
complex
Lucas Test layer

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

5% NaHCO3 - effervescence
2,4-DNPH yellow orange crystals
Tollens Test silver mirror
Benedicts Test brick red ppt
Schiffs Test purple/violet complex
pH acidic or solubility in NaOH

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

Hinsberg Test
Dense
layer/residue

Test for
Nitrogen
Blue green
solution

CHEMICAL Differentiation! Give

test/reagent and visible result that
would differentiate the compounds.

Iodoform yellow
ppt
Hinsberg Test residue
Schiffs Test
violet complex
T-butyl chloride,
AlCl3 orange
crystal

Unknown Analysis: Draw the Structure of the

Unknown Compound
Resveratrol a polyphenol found in the
skin of red grapes, with formula C14H12O3
Test/Reagent

Observation/ Result

Inference

Ignition test

(1)

Aromatic Ring present

Conc. H2SO4

soluble

(2)

(3)

White to yellow/orange
crystals

Aromatic ring is present

KMnO4

(4)

Alkene part is present

(5)

Yellow solution, negative

Saturated part is absent

(6)

Highly colored complex

3,5-disubstituted phenol is
present
Para-substituted phenol is
also present

2,4-DNPH

Yellow solution, no ppt

(7)

5% NaHCO3

NVR

(8)

(9)

negative

Ester group is absent

Unknown Analysis: Draw the Structure of the

Unknown Compound
Resveratrol a polyphenol found in the
skin of red grapes, with formula C14H12O3
Test/Reagent

Observation/ Result

Inference

Ignition test

Sooty Flame

Aromatic Ring present

Conc. H2SO4

soluble

Solubility class: N

AlCl3, t-butyl chloride

White to yellow/orange
crystals

Aromatic ring is present

KMnO4

Decolorization, brown ppt

Alkene part is present

Br2 in water, Light

Yellow solution, negative

Saturated part is absent

FeCl3

Highly colored complex

3,5-disubstituted phenol is
present
Para-substituted phenol is
also present

2,4-DNPH

Yellow solution, no ppt

No carbonyl group

5% NaHCO3

NVR

No carboxylic acid part

Hydroxyamic Test

negative

Ester group is absent

Unknown Analysis: Draw the Structure

of the Unknown Compound
Resveratrol a polyphenol found in the
skin of red grapes, with formula C14H12O3

Unknown Analysis: Draw the Structure of the

Unknown Compound
Unknown compound with formula: C8H9O2N
Compound is para substituted
Test/Reagent

Observation

Interference

5% HCl

NVR

(1)

(2)

Yellow soln

Not an aldehyde or
ketone

5% NaHCO3

NVR

(3)

Benzenesulfonyl
chloride

No residue

(4)

FeCl3

(5)

Phenol group present

Hydroxamic acid test

(6)

No ester group
present

Unknown Analysis: Draw the Structure of the

Unknown Compound
Unknown compound with formula: C8H9O2N
Compound is para substituted
Test/Reagent

Observation

Interference

5% HCl

NVR

Not basic

2,4-DNPH test

Yellow soln

Not an aldehyde or
ketone

5% NaHCO3

NVR

Not strong acid no

RCOOH

Benzenesulfonyl
chloride, NaOH

Insoluble

secondary amine

FeCl3

Colored complex

Phenol group present

Hydroxamic acid test

Clear solution

No ester group
present

 Unknown compound with formula:

C8H9O2N
Compound is para substituted

Reminder for Final Exam:

Date: October 6, 2012 Saturday

Time: 4-6 pm
Coverage: expt 10 16
Review on different qualitative
test (know reagents and result)