ORGANIC CHEMISTRY – HALOALKANES & ALCOHOLS

TERMINOLOGIES:

 Polarization
 Free radical halogenation
 Electrophilic substitution
 Nucleophilic substitution
 Chirality
 Dehydrohalogenation
 Dehydrogenation

Entry questions

1. Write the possible isomers of C5H11Br and mark the ones that will show optical
activity.
2. Give the product of reaction between an Alkyl chloride with NaI
3. Illustrate Beta Elimination reaction in Ethyl Bromide
4. Give structure of Cumene molecule and write equation to prepare phenol
5. Comment on the higher boiling point of alcohols than ethers
6. Which type of molecules undergo Williamson’s synthesis.

Topic: S1 S2 S3 S4

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Differentiated questions based on concepts:

Level 1

1.) Give IUPAC name of the following organic compound

CH3 – CH = C – CH – CH3
 
CH3 Br
2.) An alkyl halide having molecular formula C4H9Cl is optically active. What is its structure?
3.) Draw the structural isomer of C3H6Cl2 which can exhibit enantiomerism
4.) In the absence of kerosene oil can we store sodium metal in diethyl ether or ethyl alcohol or
anhydrous hexanol?
5.) How is CO converted into methanol
LEVEL -1

Q.N0
Concept Marks
PRE UNI MULTI EXTENDED
STRUCTURAL STRUCTURAL RELATIONAL ABSTRACT
STRUCTURAL
1 Nomenclatu Unable to Able to Able to Able to justify the Able to interpret
re of organic apply the rules suggest the suggest the reason for all rules including
compounds to suggest the name but name based choosing the the lowest sum
name. can’t on the rules of order of carbon rule to justify the
identify the priority order. atoms in the name.
order of priority order.
carbon
atoms.
2 Optical Unable to Able to Able to Able to identify Can infer the
activity suggest the suggest identify the and give reason conditions
structure isomeric molecule that for optical necessary for a
which can structures can illustrate activity. molecule to
illustrate but not optical activity illustrate optical
optical activity optical activity.
activity.
3 Enantiomeri Unable to Able to Able to Able to place Can infer the
sm suggest represent illustrate enantiomers nature of optical
suitable isomers enantiomeris based on their activity between
structure to based on m by placing orientation and dextro & laevo
match formula molecular molecules in predict the rotation.
formula. the correct reason for
order. enantiomerism.
4 Reactivity of Unable to Able to Able to Able to identify Can interpret the
Functional identify the identify the identify and the molecule and condition essential
Group. criteria for compound give suggest the for storing reactive
selecting the suitable for justification chemical change metals like sodium.
molecule. storing the for choosing expected to
metal the occur with other
compound. compounds

5 Synthesis of Unable to Able to Able to Able to suggest Can interpret the

Organic suggest the write the suggest the the conditions reasons required
compounds conditions reactants reactants and along with temp for the formation
required for required for catalysts and pressure of organic
the reaction to the above required for required for the compound.
occur reaction the reaction. reaction.
SELF APPRAISAL: PEER APPRAISAL:

TEACHER APPRAISAL:

Level -2
1. Explain why propanol has higher boiling point than that of the hydrocarbon butane?
2. Write the mechanism of acid dehydration of ethanol to yield ethane.
3. Give two reactions that show the acidic nature of phenol. Compare acidity of phenol with that of
ethanol.
4. The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the
presence of alcoholic KOH, alkenes are major products. Explain

Q.N0
Concept Marks
PRE UNI MULTI EXTENDED
STRUCTURAL STRUCTURAL RELATIONAL ABSTRACT
STRUCTURAL
1 Boiling Point Unable to Able to note Able to Able to suggest Can infer the
explain the the higher identify the the reason based conditions for
reason for molecular type of force on Hydrogen molecules to show
higher boiling forces in responsible bonding higher boiling
point. propanol for higher prevailing in point.
but cannot boiling point in propanol.
explain. propanol
2 Reaction Unable to Able to Able to give Able to identify Can infer the
Mechanism suggest suggest the the steps the steps with changes occurring
suitable various involved in the suitable in each stage
mechanism for steps reaction. terminology and based on the
the reaction. involved in propose the intermediate
the reaction mechanism
3 Acidity of Unable to give Able to Able to Able to compare Can infer the
Phenol example of given one suggest two the acidic nature condition for acidic
reactions to reaction reactions of phenol with nature based on
illustrate acidic which which explains ethanol by electronegativity &
nature. demonstrat acidic nature comparing with stability of
e acidic of phenol stability of intermediate.
property intermediate
4 Beta Unable to Able to Able to Able to identify Can infer the
Elimination predict write the suggest the variation in conditions required
suitable reason chemical suitable property of for elimination and
for elimination change reasons with reagent required explain the reason
reaction without chemical for elimination for difference in
explanation equation reactions reaction when
reagents are
changed

SELF APPRAISAL: PEER APPRAISAL:

TEACHER APPRAISAL:

LEVEL-3
1. An aromatic compound A on treatment with CHCl3/KOH gives two compounds B and C. Both B
and C give the same product D when distilled with zinc dust. Oxidation of D gives E having
molecular formula C7H6O2. The sodium salt of E on heating with soda lime gives F, which may
also be obtained by distilling A with zinc dust. Identify A to F.
2. You are given benzene, conc. H2SO4 and NaOH. Write the equations for the preparation of
phenol using these reagents
3. Describe the mechanism by which the hydroxyl group attached to an aromatic ring is more
acidic than the hydroxyl group attached to an alkyl group. How does the presence of a nitro
group in phenol affect its acidic character?
4. A compound 'A' contains carbon and hydrogen only and has a molecular mass 72. Its photo
chlorination gives a mixture containing only one monochloro and two dichloro derivatives of
hydrocarbon. Deduce the structure of 'A' and the monochloro and dichloro products.
Q.N0
Concept Marks
PRE UNI MULTI EXTENDED
STRUCTURAL STRUCTURAL RELATIONAL ABSTRACT
STRUCTURAL
1 Identificatio Unable to Able to Able to predict Able to identify Able to interpret
n of identify the suggest the the structure the structure and with justification in
compounds compounds structure of of all suggest chemical arriving at the
based on given most of the compounds equations for the molecules.
data compounds. based on data. said process
2 Application Unable to Able to Able to Able to place the Can interpret the
of reagents propose suggest the complete the reagents along steps by analysing
suitable starting step chemical with chemical the functional
chemical of the equation equation to form groups of starting
equation for process without the product and ending
the process alone reagents. compound.
3 Influence of Unable to Able to Able to explain Able to explain Can interpret the
resonance explain the explain the acidic nature acidic nature effect of various
on acidic reason for acidic and compare through groups on the
nature variation in nature in between resonating acidic nature of
acidic nature phenol but phenol and structure and phenol.
for same can’t alcohol justify the
functional compare influence of nitro
group with alcohol group
4 Prediction Unable to Able to Able to write Able to suggest Can interpret the
of structure suggest the identify the the structure the steps process with
based on structure of hydrocarbo of involved in justification for the
properties. molecule n based on hydrocarbon arriving at the formation of
the molar along with structure and substituted
mass equations. explain the products.
equations.

SELF APPRAISAL PEER APPRAISAL

TEACHER APPRAISAL:
EXIT QUESTIONS
1.) Which of the following will have a higher boiling point and why? CH3NH2 or CH3OH
2.) Vapors of an organic compound ‘A’ when passed over hot reduced Cu at 573K give acetone.
Identify the compound.
3.) Phenol is a very weak acid. What substitutions in the molecule can make it a stronger acid and a
weaker acid and why?
4.) Which of the following two compounds would react faster by SN2 pathway: 1 – bromobutane or
2 – bromobutane and why?
5.) Give the structural formula and IUPAC name of DDT

Topic: S1 S2 S3 S4
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