KMNS Revision DK024 (Answer)

PSPM 2 DK 024

80markah→120minI

1 Martok → I -5min .

C1 : Intro to org 121 m) → 31 -5min

C2 : Al Kane (8m ) → 12 min
C3 : Alkene ( 14m ) → 21 min

C 4 : Alcohol ( 11 m ) → 16.5 min

C 5: carbonyl 04 m) → 21 min
C 6 : carboxylic Acid (12 m) → 18min

KMNS REVISION
DK024

( Answer)

Question 1 (21 marks)→ Introduction to org . Chem .

- - at}CHfH(cHz)É¥

cc "Ic

⑨ 0

-

€' 2 3y 5 6

isopr☐opyl £

/ -total
redraw

.

-

3. ◦ carbon @ tertiary carbon 4

5, %

?⃝

Question 1 (21 marks)

carbonyl halogen

v00

① "benzene ring .

d b
f-× . : carboalkoxy
fx- group : carboxyl
group
%ccloamsspouonfd : carboxylic class
:eˢter✓=
coomf pound

%

Question 1 (21 marks) ?

→ consist of C & It

✓

- -

uh

must have

benzene

ring .

-

.✓aromatic

↓ → multiple bond

single G- @ =)

bond

unsaturated -

%
.

Question 1 (21 marks) Cn Han-120

◦aIi%yc%¥ € G- Hi20

eth⑤

→ - o-& &- -

→ change position fx - group - -

✓

✓ change fx - group '

" NIo✓* & MH

ñ~* & NOH
,

T" row @

-Ñ&m÷
.

?⃝

Question 1 (21 marks) same atom atom

diff
⑤☐ -

Homolytic cleavage :

Cl -81 ✓a. + a.

N free radical

Heterolytic cleavage :

H-:→H++::- ✓

cation anion .

(EDH) 3°C-1 - 1° % → identify

↑m◦re 0 0 2°C-1 class

alkyl 0 0 0

(stgaerboi)ulispe .

CB ✓B-

Question 1 (21 marks)

Nñ

Et

Electrophilic Addition reacting

④ E' O

Nui

Electrophilic Substitution.✓

Elimination ✓-

%÷m
.

Question 2 (8 marks) Alkane .

bromo 3" I 1,1 , 3=5 ✓

÷opropyImethyl 1 , 3,3=7

✓
1-bromo- 3- isopropyl - l - methyl cyclohexane

¥ -

city + Bra CH Br + HBr✓
>

F) provide energy for homo lytic
radicalcleavage to form free .

Obs : Reddish brown colour of
decobrolmoineurised.IM
HittinType of : Free Radical '

reaction

Question 2 (8 marks)

@ *É =
, gc 13 B)
¥0B

8C CIB)

→ 2-methyl heptane has than

2 pentane. ✓

My→ Both structure have same *

bigger less branching
,
areaincontactedstongervanderwa-h.frthan
→ 2- methylheptane has

surface :

es }

2,2, 3- trimethylpentane

Em
.

0Question 3 (14 m) Alkene .

% ! ? ✓4- chloro-2-methyl - 3- hexane

- -

+3 ✗

✓.

DO -

F É%HEH-4=}4+-0*3 @
91-3
4ozHfi) F : CHECK} ✓
-

IT)G:%-&t✓tk-%F3-at.atat -8¥ 15m
}
g- at ¥i ,

}

Question 3 (14 m)

@ @

4+3-8+3=9-at ¥g to-8b1r%F-9r1-3
}
H

Gt3 Br

* : % ¥- -4,9¥
.

Em

Question 3 (14 m)

Brain # *ɱ¥Éa§
④④
µmnoe'% any-
DO and Markovnikov

at} It
d- d -atzdts
% ✓= -

it '

Br

-0

-

_

e- -

Rule : Markovnikov Rule Br H

1%-9=9 - at.at} IF HE & &-- -at at

>}

÷:M¥in pule: Saytzeff'satH "

} ( product)

Tm

Question 4 (11 m) Alcohol .

→ 2- pentanol is Tess soluble in water

butanog.ie#than 2-
ofsame no - OH group (same
Both have
Stroup→ 2- Pantano / has ↑ Mr , longer alkyl
hydrophilic area) but different Mr .

@ alkene alcohol (h↑ydrophobic
area)
@ 00 than
2-butanol
D H- O .

H

Hf- -utzdtzdt}
&ᵗÉFCHE'
c-utzutzat
,

OH ✓

( N)

eoftest:Baeyerkmn°4 ,
ñ)Nam OH _ cold . stes t}#
,
I-Ft-E-F.at#---q-Fi-a-a+Reagent:
'

OH OH

kmno¢✓bs :
pduercpolelocworlioseudr of brown + Mn 0s ↓
&
precipitate formed .
[email protected]: purple colour of kmn°4 rehashinged.
?⃝?⃝

Question 4 (11 m) alkene

✓ ¥%*i. oxidation

"ii.it} -9¥%*-

*iii%. " c-

conc . At .at,

Has04 -Nat }

☐✓

¥¥%+i✓"↑

Fm -

¥1m

Question 5 (14 m) carbonyl .

0 0

weak- H - " utiliti es

utiltiltzat, c-

⑨✓

-

0

✓ 9-13 oxidation PCC, Utada
to-1%-41--U6,Htz
✓ www.aYediion ✓
•

at} at decor. Ht H-%1c.FI?cu--a#i

}

- - {≤N '

91-3

-

of=mdetect presence ethyl carbonyl

Because in 2,3 - dimethyl pentanal there
)(is no presence
in the compound . ethyl carbonyl group

f-

Question 5 (14 m) aldehyde ← °

ggfnttyzn✓ketone.

0--0 -

/it)

i) DD & EE → aldehyde -

FF → ketone .

%% at # it- - E-E-%- it % ¥1T- c-

' ✓ }
at
✓ , ✓

Name of test: Iodoform test/ '
✓Reagent :
Ia NaOH -
,

observable¥9 : 1-4 - GH- E-H no change.

obs :kiEq Ag É }↓:noat} precipitate f-ormed - ◦

yellow

- at It Nato É- at> at -1 CHI
> -
- , }

Obs : yellow precipitate formed . 7M

¥-14m

④IT)
0

- É→H

•

+ Almost -
ata±É*-%¥at -
}
¥919k⑨

H⊕
cHs¥É-it Hg¥_É-o*
%at *'D
} at

}

Mno & .
>

2M

Question 6 (12 m)

0 = = @

-

i n - butanol has lower hop than
propaneice acid - ✓

→ both have ◦It group and can form

It- bond between molecule

→ but p ropanoio acid can for m

stable dinner H - bond than a-bu tanol

→ (stronger It- bond ) . b reak d

more en erbgeytwereenquiprreodp✓taon oic aci

the IMF

than n- butanol .

%

_ propanoio acid has higher ✓

solubility than pentanoic acid .

- propanoio acid has lower Mr

than pentanono acid - ✓

- - thus it has smaller surface

, contact and smaller

area in

hydrophobic area . ✓

km

Question 6 (12 m) Mic acid

KMn°41

-0 *+ _ - D oxidation .

- Cstong ) .

p

i) Kmnoy, It , ☐ ✓

HfY : PH
H- ✓
-

H

g-% %✗ : *
Nat- + Hit

o-

,

/( ) 15m

- -

CHsatzact.ant?e-dt-.osHk+Hoa-tusTa- tazt}atittz-%0aH.am