BIRLA SHIKSHA KENDRA MADHAV NAGAR CHITTORGARH

CLASS : XII SUBJECT: CHEMISTRY

TIME: 3 HRS M.M. : 70
General Instructions :
Read the following instructions carefully.
a)There are 35 questions in this question paper with internal choice.
b)Part -A consists of 16 multiple choice questions carrying 1 mark each.
c)Part -B consists of 5 very short answer questions carrying 2 marks each.
d)Part-C consists of 7 short answer questions carrying 3 Marks each.
e)Part -D consists of 2 Case based questions carrying 4 marks each .
f)Part -E consists of 3 long answer questions carrying 5 marks each.
g) All questions are compulsory.

PART –A (1x16=16)
(1) The C-O bond length in phenol is less than that in methanol due to :
(a) Partial double bond character in aromatic ring (b) sp2 Hybridised carbon
(c) sp3 Hybridised carbon (d) both a and b
(2) The position of Br in the compound in CH3CH=CHC(Br)(CH3)2 can be classified as:
(a) allyl (b) vinyl (c) aryl (d) secondary
(3) What happens in elimination Reaction ?
(a) Dehydrohalogenation (b) hydrogenation
(c) halogen exchange (d) all of these
(4) Out of the following , the strongest base in aqueous solution is
(a) Methylamine (b) Ethylamine (c) TriMethylamine (d) Aniline
(5) Which of the following is most reactive towards nucleophilic substitution reaction ?
(a)1-chloro-4 -nitro benzene (b)chloro benzene
(c)1-chloro-4-methyl benzene (d)1-chloro-2,4,6 –tri methyl benzene
(6) Which of the following gives cannizzaro’s reaction ?
(a)Benzaldehyde (b) acetaldehyde
(c)Benzyl alcohol (d) None of these
(7) The formation of cyanohydrin from propanone is which type of Reaction ?
(a) Electrophillic substitution (b) Nucleophillic substitution
(c) Electrophillic addition (d) Nucleophillic addition
(8) Which of the following alcohols will not undergo oxidation ?
(a) Butanol (b) Butan-2-ol
(c) 2-methyl - Butan-2-ol (d) 3-methyl - Butan-2-ol

(9) The carbohydrate present in liver, muscles and brain and its class is
(a) Glucose, monosaccharide (b) starch, polysaccharide
(c) Glycogen, polysaccharide (d) Sucrose, disaccharide
(10) Which one of the following will not be a good choice for reducing nitrobenzene to aniline
(a) LiAlH4 (b) H2/NI (c) Fe and HCl (d) Sn and HCl
(11) Hydrolysis of sucrose is called :
(a) inversion (b) hydration (c) esterification (d) saponification
(12) Which of the following will give methyl tertiary butyl ether ?
(a) Tert. Butyl chloride and CH3ONa (b) Tert. Butyl alcohol and conc. H2SO4
(c) Sodium tert. Butoxide and CH3I (d) All of these

In the following questions (Q. No. 13-16), a statement of assertion followed by statement of a reason is
given. Choose the correct answer out of the following choices.
(a) Both A and R are true and R is the correct explanation of A.
(b) Both A and R are true but R is not the correct explanation of A.
(c) A is true but R is false.
(d) A is false but R is true.
(13) Assertion(A): Ethanol gets oxidized to ethanoic acid by KMnO4/dil. H2SO4.
Reason(R): CH3-CH=CH-CH2-OH, On reaction with PCC gives CH3-CH=CH-CHO.
(14) Assertion(A): Tertiary amines do not react with CH3COCl.
Reason(R): Tertiary amines have highest boiling point among 1°,2°,3°.
(15) Assertion(A): Acetic acid but not formic acid can be halogenated in presence of Red phosphorous
and chlorine.
Reason(R): Acetic acid is a weaker acid than formic acid.
(16) Assertion(A): Ethers have less boiling point than alcohol.
Reason(R): Ethers are associated with hydrogen bonding.

PART-B (2x5=10)
(17) Why is boiling point of o-dichlorobenzene higher than p-dichlorobenzene but melting point of para
isomer is higher than ortho isomer ?
(18) For the pair of phenol and cyclohexanol , answer the following :
(a) Why phenol is more acidic than cyclohexanol ?
(b) Give one chemical test to distinguish between the two .
(19) Write any two reactions of glucose which cannot be expalained by open chain structure.
(20) Why haloarenes are not reactive towaards nucleophillic substitution reaaction ? give two reason.
(21) (i) Draw the zwitter ion structure for sulphanilic acid.
(ii) How can the activating effect of -NH2 group in aniline be controlled ?
OR
(i) Complete the reaction with main product formed :
Benzendiazoniumchloride + Ethanol 🡪 ………………………
(ii) Convert Bromoethane to propanamine.

PART-C (3x7=21)
(22) (a) illustrate sandmeyer’s reaction with an equation.
 (b) Give Mechanism of the following Reaction :
H2SO4/413K🡪 CH CH OCH CH + H 0
CH3CH2OH 3 2 2 3 2

(23) (a) Arrange the following in order of increasing boiling point :

Ethoxyethane, butanal, butanol, n- butane
(b) illustrate hydroboration-oxidation reaction with an example.
(24) Give reasons for the following observations:
(a) Aniline is acetylated before nitration reaction.
(b)pKb of aniline is lower than the m-nitro aniline.
(c) Aniline does not react with methyl chloride in the presence of anhydrous AlCl3 catalyst.
(25) Predict the products of following Reactions.
(a) ethanal is treated with sodium hypochloride
(b) acetone is treated with dil. NaOH .
(26) Explain Why
(a) The dipole moment of chlorobenzene is lower than that of cyclohexyl chloride ?
(b) alkyl hallides, though polar are immiscible with water.
(c) grignard reagents should be prepared under anhdrous conditions ?
(27) A compound A (C2H6O) on oxidation by PCC gave B, which in treatment with aq. Alkali and
subsequent heating furnished C. B on oxidation by KMnO4 forms a monobasic carboxylic acid with
molar mass 60 g/mol deduce the structure of A.B,C.
(28) Write reactions for the following conversions :
(a) Ethanol to Propanone
(b) Benzyl chloride to Benzaldehyde

PART D (4×2=8)
Read the passage carefully and answer the questions that follow.
(29) Grignard reagents are alkyl magnesium halides. Due to large electronegativity difference between
carbon and magnesium, the carbon- magnesium bond has significant ionic character. The
hydrocarbon part of the grignard reagents acts as the source of carbanions. Therefore grignard
reagents readily undergoes nucleophillic addition reactions to aldehydes and ketones forming the
addition products which upon hydrolysis yield alcohols.

(i) What will be the product formed when chlorobenzene reacts with magnesium in the presence
of dry ether ?
(ii) Write the product when grignard reagent reacts with carbon dioxide.
(iii) How will you convert propanone to 2-methyl – propan-2-ol
OR
(iii) Write the reaction between Methanal and grignard Reagent followed by hydrolysis.

(30) A class of organic molecules which contains a carbon atom connected to an oxygen atom by a double
bond is called aldehydes and ketones. it is called as carbonyl . Aldehydes are prepared by the
oxidation of alcohols. formaldehyde is sold as aqueous solution called formalin, propanone, is
simplest ketone is commercially prepared by fermenting corn or by oxidation of propane-2-ol.
 Carboxylic acids also have carbonyl . they can be prepared by the oxidation of alcohols and aldehydes.
formic acid was first isolated by the distillation of red . it is partially responsible for pain and irritation
of ant and wasp . aldehydes undergo many nucleophilic addition reaction. they can be reduced to
primary . the aldehydes without Alpha hydrogen undergoes cannizarro reaction
ketons are highly reactive although less than aldehydes, ketones are obtained by oxidation of
secondary alcohol. ketones possessing Alpha hydrogen also undergo aldol condensation. Carboxylic
acids occur widely in nature and are used in the production of plastics, Esters, etc.Aspirin is prepared
from acetic acid. similar to aldehydes and ketones carboxylic acids can be halogenated at Alpha
carbon by reacting with halogen in presence of phosphorus.
(i) Which Of the followings will undergo aldol condensation and why ?
Methanal, Benzaldehyde, Ethanal, butanone
(ii) Write A chemical test to distinguish between propanal and propanone.
(iii) An alcohol A (C 3 H 8 O) on oxidation gives compound B, B gives negative Tollen's test and reacts
with hydrazine to give compound C. B on reaction with iodine and NaOH gives yellow precipitate
of D. identify A ,B, C and D
OR
(iii) A hydrocarbon (A) with molecular formula C5H10 on ozonolysis gives two products (B) and ( C).
Both (B) and (C) give a yellow precipitate when heated with iodine in Presence of NaOH while only
(B) give silver mirror on reaction with Tollen’s Reagent. Identify A,B and C

PART E (5×3=15)
(31) An organic compound with molecular formula C7H7NO2 exists in three isomeric forms, the
Isomer ‘A’ has the highest melting point of the three. ‘A’ on reduction gives compound ‘B’ with
Molecular formula C7H9N. ‘B’ on treatment with NaNO2/HCl at 0-5 °C to form compound ‘C’.
On treating C with H3PO2 ,it gets converted to D with formula C7H8 , which on further reaction
With CrO2Cl2 followed by hydrolysis forms ‘E’ C7H7O . Write the structure of compounds A to
E . Write the chemical equations involved.

(32) Write equations for the following chemical reaction (any five):
a. canizarro reaction
b. stephan reduction
c. hoffman’s carbyl amine reaction
d. wolff-kishner reduction
e. gabriel phthallamide reaction
f. etard reaction
g. gatterman koch reaction
(33) Give equations for the following reactions (any five ):
a. Phenol is treated with conc. HNO3
b. ethyl benzene is oxidised by alkaline potassium permangnate
c. ethylene glycol reacts with ketone
d. glucose reacts with acetic anhydride
e. aniline reacts with conc,. Nitric acid in the presence of sulphuric acid
f. 2-chlorobutane reacts in the presence of alcohlic KOH
g. acetone reacts with 2,4-DNP hydrazine