J.

T SIR CHEMISTRY CLASSES

12/26, BASEMENT
WEST PATEL NAGAR
Alcohols, Phenols and Ethers

Multiple Choice Questions

3. The correct order of strength of
Q1. In acidity of the
the following sequence of reaction, following compounds is:
OH OH OH OH
Oleum ) NaOH
NO2
the compound Qformed will be:
a. aniline
C. benzaldehyde
b.phenol
d. CH NO2 NO2
benzene sulphonic acid
Q2. Match the column I (iv)
with column ll and mark the a. (i) » ) > (ii) > (v)
appropriate choice. b. )> ) (in)
c.(v)> (i)> (i) >()(iv)
> »

Column I Column l d (iv)> (i) » () » (i)

(A)Catechol OH Q4. Give 1UPAC name of the compound given below:
CH-CHCH-CH-CH-CH
Cl OH
a. 2-Chloro-5-hydroxyhexane
OH
b. 2-Hydroxy-5-chlorohexane
(B) Resorcinol (i) OH C.5-Chlorohexan-2-ol
OH d. 2-Chlorohexan-5-ol

Assertion.and Reason Type Question

(C) p-Cresol (i) OH Directions (Q. Nos. 5-6): Each of the
following questions
Consists of two statements, one is Assertion
is Reason (R). Give
and (A) the other
answer:
a. Both Assertion (A) and Reason (R) are true and
OH
(D) Quinol (iv) OH Reason (R) is the correct explanation of Aasertion
(A).
b. Both Assertion (A) and
Reason (R) are true
but Reason (R) is not a correct
explanation of
Assertion (A).
CHs .Assertion (A) is true but Reason (R) is false.
d. Assertion (A) is false but
a. (A) (i). (8)-> (i), (c)> (V). (D)->() Reason (R) is true.
Q5. Assertion. (A): CH,OH is.
b. (A)-(0). (6) (i): (C) - (i). (o)-> (v) a weaker base than
phenol but is a stronger nucteophile than phenol.
C..A)-(v). (8)-> (i). (C) (i). (0)=» 0 Reason (R): In phenol the lone pair of electrons
d. (A)- (i),. (6)-> (v). (©) 0. (0)-> (i) on oxygen is
withdrawn towards the ring due to
resonance.
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 J.TSIR CHEMISTRY CLASSES
12/26, BASEMENT
WEST PATEL NAGAR
Q6. Assertion (A): CHOCH and CH,OH has
comparable mölecular weight but boiling point of
C,HEOH is more than dimethyl ether. (Gi) CH-CH 0,
Reason (R): C,H,OH forms intermotecular
H-bonding while CH0CH, forms intramolecular i) H/H,0
H-bonding.
CaseStudy Based Question Q11. Draw the structures of any two isomeric alcoholi
Q7. Ethers are compounds with general fomula (other than 1° alcohols) having molecular formula
CH2n+2. Ethers may be prepared by dehydration
of alcohols and
of CH,0 and give their lUPAC names.
Williamson synthesis. Ethers are Q12. Write the mechanism offollowing reaction:
colourless, pleasant smelling and volatile liquids
2CH,CH,OH conc.413K
H,30,
with' lower boiling points
than alcohols.: The
alkoxy group (-OR) is ortho, para directing and
activates the aromatic ring towards
CH,CH,-0-CH,CH,
substitution. The. C-0 bond in ethers electrophilicShort
can be Answer Type-lII Questions
cleaved by hydrogen halides.
Q13..i) How will you synthesis the follöwing alcoho
Read the given passage
carefully, and give the from appropriate alkene?
answer of the following questions:
() Give the chemical equation for preparationof
ether by Williamson synthesis. OH
(i) Diethyl ether does not react with sodium. () Write the mechanism of the following reaction;
Explain. H*
(ii) Write structures of the products of the
following reaction:
CH,CH,OHTCH CH,+H,O
CH-0-CH Q14. How are the following conversions carried out?
() Benzyl chloride to Benzyl alcohol
(ii) Ethyl magnesium chloride to Propan-1-ol
(ii)_Propeneto Propan-2-o
(iv) Predict the products of the following reaction: Q15. Give reasons for the following:
) Protonation of phenol is difficult whereas
OCH ethanol easily undergoes protonation.
Anhyd. (ii) Boiling point of ethanol is higher than that of
+CHCOCI AC dimethy! ether.
(ii) Anisole on reaction with Hl gives phenol and
CH-I as main products and not iodobenzene
Very Short Answer Type Questions and CH,OH.
Q8. What happens when phenot is heated with zinc Long Answer TypeQuestions
dust?
Q16. () Account for the followimg:
99. How would you obtain ethane -1, 2-diol from
ethanol? (a) o-nitrophenol is more steam volatile than
Short Answer Type-1 Questions p-nitrophenol
(b) t-butyl chloride on heating with sodium
Q10. Wiite the main product(s)in'each of the folloing methoxide gives 2-methylpropene instead
reaction of t-butylmethylether.
(ii) Write the reaction involved in the following:
CH,CH-CHh (i) 3H,0/OH (a) Reimer-Tiemann reaction
(b) Friedel-Crafts alkylation of phenol
(ii) Give simple chemical test to distinguish
between ethanol and phenol
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 J.T SIR
CHEMISTRY CLASSES
12/26, BASEMENT
WEST PATEL NAGAR
Q17. () (a) Write the
products. in the
following
.reactions:
OH
COOH (CH,CO,0)
H*

(b) CH-CH=CH-CH,-OHPC
(ii) Arrange the following
compounds in. the
increasing order of the property
(a) p-nitrophenol, ethanol, indicated:
character). phenol (acidic
(b) Propanol, propane,
(c) Give simple chemicalpropanal (boiling point)
between Propanol andtests. distinguish
to

2-oL 2-methylpropan

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