<Bang Out the Halides>

Some simple suitable ones for practice-

1) Which of the following cannot form Grignard Reagent ?
a) CH3CH2Br b) CH2=CHBr
c) HC≡CCH2Br d) CH2=CHCH2Br

2)CH3CH2Br ---(NH3)---> CH3CH2NH2 (Given 2b true), Hence..

What is "A" ?

4)Most reactive towards Alco. KOH is --
a) CH2=CHBr b) CH3COCH2CH2Br
c) CH3CH2Br d) CH3CH2Cl

5)Arrange in CH3-X (X=F,Cl,I) in Decreasing order of Dipole Moments .

6) Identify Nucleophile in the following compound giving Intramolecular SN reac.n -

7) Select correct statement(s)-
a)Strongest force of attraction in alkyl halide is London Force.
b) London Force is a Surface Attraction.
c) Molecules with larger Surface Area have higher Boiling Point.
d)Perchloro Ethane is used as a Moth repellant.

(P.S. Some are my doubts; some are not [6])

55 Answers

39
Pritish Chakraborty ·

In 4), my guess is b). The keto group is electron withdrawing, and the carbon beta to the bromine atom becomes acidic, loses a proton by KOH. The carbanion formed removes the bromine atom by forming a pi bond with alpha carbon atom. Sort of like an E1CB mechanism. Primary halides are not so reactive to E1 and E2 as for both, stability orders are 3>2>1.

24
eureka123 ·

7)b,c

11
Tush Watts ·

@ Pritish
Ans3) (b) .......... as per ARIHANT ??????????

13
Avik ·

@Qwerty.... Right fr the second, But how do v decide fr the basic action of NH3 ?

@Pritish.... 3,4 Correct, 6th mein N is given 2b the electrophile.

@Eure.... Not completely correct.

@Tush... A) is right fr 3).

Present Stats -
Q2, Q3, & Q4 Answered Correctly with answers - CycloHexene, a) & b) Respectively...[1]

11
Tush Watts ·

Ans 5) CH3 I < CH3 Br < CH3 F < CH3 Cl

13
Avik ·

Yup, right.....But why methyl chloride > methyl Fluoride ??

24
eureka123 ·

becoz dipole moment=charge diff * separation

separationmethyl Fluoride<separationmethyl chloride

μmethyl Fluoride<μmethyl chloride

13
Avik ·

Wat sort of separation r v talking about here?...(mujhe sahi mein nahi pata[3])

11
Tush Watts ·

The electronegativities of the halogens inc in the order I < Br < Cl < F

The carbon halogen bond lengths inc in the rder:- C - F < C- Cl < C- Br < C - I

11
Tush Watts ·

Ans 7) a , b, c ????????

24
eureka123 ·

arre separation means bond length....

my language was a bit crude :P

1
Grandmaster ·

@avik....hey in q2)....Sn2 to nahi hoga as the due to a large ring....there will be no backside attack....so Sn1 ya elimination...giving the temparature might be useful....else taking into account that NH3 is not that strong and since nothing is given let the temp be room temp. so the answer can found by be Sn1 reaction!!!!

23
qwerty ·

in Q 2 major will be alkene , bcz NH3 will act here as a base rather than a Nucleophile

13
Avik ·

ohk,got them both, thanks all...

@Tush... Maybe right; maybe not..!! [4]

1
Ankur ·

for Q2: NH3 acts as strong base as well as Nu but evidently, it's been seen that's it's Nuclephilic character is dominant in case of primary halides and in few cases (as you mentioned temperature) with sec. halides too.. but NH3 always surfaces it's base character with ring compounds or strained compounds.

1
Ankur ·

@avik:
What's answer of Q1 ? Am I right or wrong?

13
Avik ·

Now there it goes.... Q7 -All correct !! (But why a &b?)

@Ankur...in Q3) Aren't they talking about Dehydrobromination ??
Q1) is not b) though..

1
Ankur ·

@avik: Q3 is asking debromination isn't it? not dehydrobromination. That's why I came upto addition of halogens to alkenes.

11
Tush Watts ·

The ans given for ques 3 is (b) in ARIHANT (same dito question)

106
Asish Mahapatra ·

debromination is basically anti elimination.. In (a) both Br's are cis wrt each other while in (b) they are trans.. so debromination can occur in (b)

1
Ankur ·

@avik: hmm right.. I am confounded. :(

13
Avik ·

Arihant-Arihant mein hi ghapla....!!
Meri mein toh a) diya hai...ek baar fir chk kar lijiyo, which one do you have ?

1
Ankur ·

Where is the question in Arihant? Page no?

13
Avik ·

Do u have (Arihant) New pattern JEE Chem. , Ankur ?

1
Ankur ·

yeah, the latest one.

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