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Haloalkane and haloarenes
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NEeEa erm NARAYANA IT ACADEMY
a
G@).NARAYANA
IT - JEE ACADEMY - INDIA
Lee Ra
STRY ASSIGNMENT
PT-4_SYLLABUS
1. Which of the following compound can form Grignard reagent on reaction with Mg/dry
ether?
A) Py CH,—CH—CH,—cl
B) YS
Br Br °
er Fr
Db)
°
4
2.
= CH Mer
°
10
sH OW
The value of ‘x’ is .
3. Choose the CORRECT reaction(s) among the following is (are)NEeEa erm
2. Ph-CHO
H
A)
CH;MgBr(1.0 equivalent)
2. NH,CV/H,O
Ho”
MgBr
1, CH\COCH,
—_—
2. NHg
B)
c)
1. Mg/dry ether
3. NH,CV/H,0
NARA
on
Cro
N
#
(Major)
HQ cy
Ho )
(Major)
HC,
OH
‘cHs
(Major)
° °
CHMgBr
wa) = we A
CH; ‘CH;
D)
(Major)NESE e ree NARA)
4.
The major product (P) formed in the following reaction is:
1. CH MgBr (Excess)
—___—_> ((P)
2. ag. NH,CI
©
oS,
9
oH on
Wwe "
A) B)
on
on oH
An °
© D)
(CH,),CMgCl on reaction with D,0 produces
A) (CH,),CD B) (CH,), 0D ©) (CD,),cD D) (CD,), CH
How many moles of Grignard reagent will be required by one mole of given compound?
sH 9
(OH, .C—OE8t
O O c—cl
a)
C1
ch,
How many isomers of C,/1,,0 reacts with CH,MgBr to evolve CH, gas? (Excluding
stereoisomer)
Choose the halogen which is most reactive towards SN' reaction in the given compounds
(A, B, C and D)NEeEa erm
Bra)
br
A) () B) ®
Br)
oC %@ oH D) Pra)
A) A= BrigsB—I,y3C—BryysD- Brgy
3C-Bi,);D- Br.)
(0) B — [iy 3C — Bry; D— Bray
D) A- BR, ;B—1,4);C— Bri):D — Bry
(a
B) A-Bry B14
©) A-Br,
9. Arrange the below mentioned bromine atoms in decreasing order of their reactivity
towards hydrolysis through Sw1 path
r
ar Eee
Br(2) om
SS
Br(1)
A)2>1>4>3 B)2>1>3>4 C)2>4>3>1 D)4>2>1>3
10. Which among the following has the most tendency to follow the $1 mechanism.
(X isa halogenNESE e ree
D)
x
xX
wee
A) ‘os
x
no
° ‘CH
1.
ci
' a}
wal ms
eet ep Ee
xe DMF
Nos
sPh sph
sr “Ph
: -
F
©) D)
A) B)
NOz NO2 1
NO,
12. The major product of the given reaction is
Cihy—cHy—on
a
BaeNESE e ree
f~
a
13. Find out total number of reactions those proceed with retent
° D)
aq KOH,
) —
pr
Br
Ph
SOCh
) p—_+— z
) 0: OH Pyridine
CHs
KOH
vp 4
KsH
HB
VID DIGEOHLT | CH,
VU) Pr SnO
CH;
HOH
» —_>
Pro &
Br
CH;
soc,
my wi | ——$—
Pr
OH
Hs
V Nal
Vs Cl “Keetone
Ph
a)
14,
because
4
Generally, Alkyl chlorides in pure form are prepared by the action of SOC on alcohols
A) alkyl chlorides are immiscible with SOCh
B) In this reaction alkyl halide is formed along with gases SO, and HCI, the two
gaseous products are escapable, hence the reaction gives pure alkyl halides
C) alcohol and SOC\ are soluble in water
D) the reaction does not occurs via intermediate formation of an alkyl! chlorosulphite
CH;—cH,—Br
asNESE e ree
13.
16.
17.
Which among the following compound will undergo fastest SN? reaction
Br Br ‘Br
A) B) ° py LJ
Given below are two statements: one is labeled as Assertion (A) and the other is labeled
as Reason (R).
Assertion (A): Sy2 reaction of C,/,CH.,Br occurs more readily than the S,2
reaction of CH,CH,Br
Reason (R): The partially bonded hybridized p-orbital that develops in the
trigonal bipyramidal transition state is stabilized by conjugation with
the phenyl ring
In the light of the above statements, choose the most appropriate answer form the
options given below:
A) (A) is not correct but (R) is correct
B) (A) Is correct but (R) is not correct
C) Both (A) and (R) are correct and (R) is the correct explanation of (A)
D) Both (A) and (R) are correct but (R) is not the correct explanation of (A)
Given below are two statements:
Statement ~ I: High concentration of strong nucleophilic reagent with secondary alkyl
halides which do not have bulky substituents will follow Sx2 mechanism.
Statement — II: A secondary alkyl halide when treated with a large excess of ethanol
follows Sx] mechanism,
In the light of the above statements, choose the most appropriate from the questions
given below:
A) Statement | is true but Statement Il is false.
B) Statement I is false but Statement I is true.
C) Both statement I and Statement II are false.
D) Both statement I and Statement II are true.NA HT ACADEM
NEeEa erm NARS
18. Find out the major product formed from the following reaction. [Me:~CH,]
H(2equiv)
NMe,
~
NMe, _-NMe; (
A) | B) Nase?
NMe,
NMe,
oN =
o & my Me,
19. Among the following which is most reactive towards Sx2 reaction?
A)CH,-Cl —_B) H,C=CH-CI_ C)CeHs-Cl (D) CH,-F
20. Mark out the CORRECT nucleophilicity order in DMF:
A) CH, > OH” > NH; > F> Ir B) CH; > OH > NH; >I > F-
©) > F > OH” > NH; >CH; D) CH, > NH; > OH >F >I
21. (¥)<*2—ca,cH, -Cl—*“> (X) , here (X) and (Y) respectively are:
isin is
A) CH,CH,CN and CH,CH,NC B) CH,CH,CN and CH,CH,CN
C) CH,CH,NC and CH,CHCN D) CH,CH,NC and CH,CH,NC
qa
CH;
Ho
+NaQH ————> Major product "A"
22,
Consider the above chemical reaction. product “A’
A) oH B) ‘OH
istNESE e ree
23.
24.
25.
26.
27.
OH
CH Ow"
Cc) D)
Which of the following statement is FALSE.
A) During SN' reaction, the nucleophile plays no kinetic role in the rate of reaction.
B) During SN* reaction, if the substrate is optically pure with (R)- configuration, then
the product obtained is always an optically pure product with (S) ~ configuration,
C) SN? reaction takes place in single step and no intermediate is formed.
D) The boiling points of isomeric alkyl halides decreases with increase in branching.
Observe the below given order
i) NHs>CHsCOO" ii) NOx >OH- iii) Cr > SH iv) CN > OH
Select the correct one
A)i) B)i) &iv) ©)i), iil) Riv) —_D) i), i), iii) & iv)
Which of the following compound will undergo 5x? most rapidly with KI in acetone
A) CCL B) (CH,),CCI
() Ph-CH, -Cl py Ph-CO-CH, ~Cl
Given below are half-cell reaction
A? +20" — A; E* =-0.56V
AP 4 > AP; B= 41 ABV
The E° for 34° A+24% will be
A) -2.04V, reaction will not occur B) 2.04’, reaction will occur
C) -0.92 V , reaction will not occur D) 0.92 V, reaction will occur
Higher alkynes can be prepared from lower alkynes by using sodamide, followed by
nucleophilic substitution reaction with alkyl halide
DEtCI(Ieq) wea
cH ace Stticen 2)CH, coon ~ * (Alone)
= cH Mate, 4 |
CHEIGed) vy cangas)
X&Y areNESE e ree
A) functional isomers B) ring chain isomers
C) positional isomers D) tautomers
28. Given below are two statements: One is labeled as Assertion (A) and the other is labeled
as Reason (R).
Assertion (A): CH, = CHCl is an example of vinyl halide
Reason (R): Vinyl halides are the compounds in which the halogen atom is attached to
sp hybridized carbon atom
In the light of the two above statements, choose the most appropriate answer from the
options given below:
A) (A) is true but (R) is false
B) Both (A) and (R) are true but (R) is not the correct explanation of (A)
C) (A) is false but (R) is true
D) Both (A) and (R) are true and (R) is the correct explanation of (A)
29. Which of the following alkyl halide forms the maximum number of hydrocarbons as
products upon reaction with ale. KOH?
CH,CH,CHCH,
A) CH,CH,CH,CH,Cl B) |
C) CICH,CH,CH,CH,CI
30. Identify the set of reagents/reaction-conditions *X’ and *Y’ in the following set of
transformation:
CH, ~ CH, ~ CH, Br Product—>CH, — CH=CH,
Br
A) X = dilute aqueous NaOH, 20°C; Y = Bro/CCls, 20°C.
B) X = cone. alcoholic NaOH, 80°C; Y = HBr/CHsCOOH
C) X = dilute aqueous NaOH, 20°C; Y = Br2/CHCh, 20°C
D) X = cone. alcoholic NaOH, 80°C; Y = Brx/CHClsNEeEa erm
31. nomenclature for the following compound is
HH CHg
H
Br
HgC
A) 2-Bromo-3-methyl But-3-ene B) 3-Bromo-2-methyl-But-I-ene
C) 3-Bromo-2,3-dimethyl propene __D) 1-Bromo-1,2-dimethyl prop-2-ene
32. The rate of solvolysis (hydrolysis) of I-III follows
Ho PT Pa He. 7
Hac,
wo dy (i
A)IL> >I B)M>1> UL Cu>m>1 — D)IM>>1
33. The correct order for the given property for following compounds is
SUCATIONAL INSTITUTIONS, 2
B) Bond enthalpy ; ©#sCI> CHy# > CH,Br > CH
A) Boiling Point
©) Dipole moment; (HsF > CH:Cl> CH,Br> CHL
1
8
we PRCA TI TNT we
D) Density:
34, 4+SOCI, > B+SO,+HCI
1
A+Na>C+5H,
B+C>(C,H,),0+ NaCl
The compound [A] in the above sequential reaction is
A) GH.CI B) CHf,0H c) OMe pD) C00NESE e ree
35.
36.
ar
38,
How are good yields of alkyl iodides (R ~ I) obtained?
A) By heating alcohols with sodium or potassium iodide in 95 % orthophosphoric acid
B) By shaking alcohols with concentrated HCI at room temperature
C) By using phosphorus tribromide and triiodide as reagents
D) By reacting alcohols with bromine and iodine at low temperatures.
The number of possible enantiomeric pairs that can be produced during mono
chlorination of 2-methyl butane is
The major product [QJ of the following reaction is
Hs6. Br
f PhSNa
aa [Q]
Major
NOs
Hac. SPh Me se Me. Br Hic. er
F F Ph | F
A) Nop B) Noe ©) NOp D) SPH
The compound which will have the lowest rate (or) not participated towards
nucleophilic aromatic substitution on treatment with OH” isNESE e ree NARAYANA
40.
¢ a
Noe a cr
NOs
A) NO B) NO» Oo D) NO2
Consider the following 5» 4" reaction
on. ci
+ KCN ———> [Product]
(excess)
f
The CORRECT statement(s) is /are
A) Cl will be substituted first as it is a better leaving group.
B) F will be substituted first because nitro group from para position facilitate this.
C) After substitution of one halogen, substitution of the second halogen becomes more
difficult.
D) First chorine and then fluorine would be substituted subsequently.
Given below are two statements
Statement-I: Melting point of 1,2-dichlorobenzene is more than 1,4 ~ dichlorobenzene
Statement-II: Dipole moment of 1,2-dichlorobenzene is more than 1,4-dichlorobenzene
In the light of the above statements, choose the most appropriate answer from the
options given below:
A) Both Statement — I and Statement ~ II are correct
B) Both Statement — I and Statement — II are incorrect
C) Statement — I is correct but Statement — II is incorrect
D) Statement ~ 1 is incorrect but Statement ~ II is correct