Seatwork Preparation and Chemical Reactions of Organic Compounds

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BSChE2-1 Novio,

4-icopropyl ALKANES )
cH~CHC-CH-CH,-CH cla + CHCt,C
4- CH,-CH Sofia
cHy formalhydege :0:
amino
NH Preparation
hydroge
nahona) A.
-1,4,5- 2ennia
D. H Reducthonb-) -3-
CHs halogenatona.) cH
CH CH3 CH CHE (hydrolysiC methyl
trimethyl D.
CH2 MICAL Cty-MgI
pentanal
heptane of
REACTION
4 H
AIkyl
grgnardHalids

tengent)
MoI:0:

trimethglheptane
1-chloro-4-iopro CHy-c ’ CHa-CH-CH-
CHy-CHa
4-amino
CI CH3 NH,
tHa
-CHc~CH-CHa7CHHc) t
c
--
CH
CH methyl-l-pentanol
/ CH
alcohol
ethyl H

ch
CH-CH-ct
CH,C- t CHCHCH-CHs Clt
halogenationb.)
o 2.
C-) methylbutane2-
CHa 4-chloro-5-
I-hexenc
methul- 2,2,4-trimtyheptone
CH,
b:) CH,
Dr
-CH Dehydohalogen
= atai.)on A. cH, Combus
ogeuaton
Dehal CH-CH,CH-CH- Preparaton ALKENES
mo -CH- tion
l Br
CH CH
C CH3
CH af
Cts
CH,- alkan
Dihalide
Vicinaf
al
4- CH3CHs
cH,
CH
e CH-CH t
koH cH-cH,-Candchy

alcohoi 1-chloro-2-methylbutane
+ flame
Zn methylbutane
CH,CH-CH
I-chloro-5- CH,-
heat ethanol

methyl-I,3-hexadiene5- =CHCH, cH
5-
Zn
Br
+
--CHaCH~c,
CH-CH= methyl-
c product)
major ( and
product)
minor (
I,4- CH-CH-CH CH
t
and
hexadieue methylbutane
I-chloro-2-
CHyCH,-cH-cH,
cHs
CHs 2-chloto-3-
methyl
bvtaCH,-CH
CH-CH, --
CH3 CI
CH cl CH;
I- CHo (ü) i) C.
diene
l,3- 5- CH, wnsaturatd
fattyaud OOH- C methoxy- Reduchion D.
2,-dimethy-
2,3-butanc
REACT1ONS
CHEMICAL B. CHa-CH,-c-cDehydrat
2-methyl-
3-burtanol H, hon
CHac~cCHs
A-CHa t CH,- ADDItIONa-) CH,
(Halogeaton)b) 5- (pinacol)
CH=CH-CH=(hiydrogenaton) methyl OH
OH
CtH o4
CH, *cHy
2-hexym H Aleohol
CH diol
cH3 HaSO4 acid
Cla +
Hu CotalLindlar
yt
7CtCH,C=
2-metnyl-
-butene
prodsct)
(minor
CHyo
s,s-dimetnyl-2-
butanone )
cts
cH,CH-
- H-CH. CH,-CH,-CHy-
cHs-CHCHs
cooH-
I-methoxuy-S-
methyl-2-
hexene (pinacolnto) CH,
CI H
Satvrated
faty
aad 2

CH,
S- +
product)
(chict
CHy-CH=C-CH,
2-methyl-2-bukne
CH
CH

CtH

H,o +
aCEC-CH,-C-cH)CH, ALKyNES6)
dimethy-
3-octyne
6,G- CH(CHa)4CH=CH-cH,CH=CH(CH)4~CooH ttalogc natione)
CH,-(CH,)4 CHcHcHg
CH c.
PARATIONPREA. Hydraton d.
3- CH=C
3,5 Hiytrohalogehation
a.)
methyl CH -
addl Stearate dimethuyl- cHs
hon bta CHcHCH
J-H I
CHCH~cH,
CH 21,
nal
cCHyHa of - I 2-
tetra
hydrogen hexene
todinate - Linoleic
Acid H-
Br
+
I 1-
CH
’ -CH(CH,
CHCH,
,-dimethyl-
3-octene

CH=CH-
),-coo CHCHcHa
-I,1-butancdiol
3-methyl
CH-C-cH H CH Chs
CH, 3-bromo
CHCH
cHCcH1CHCt
oH
Br CHs
-
3,5-dimethyl
oH
Ni

CH

he
xanc
CH, CHy
cHy cH-CH,-CHy-Ch-C-cH,
CH
too (nt-dimthyt) 3,3- dimctnyloctan
b. Adaiton af Halogn
Br Br Br
~c-cH
CH-CH¡-CH,- c CH bre CH,-CH,-Cha-c= cHCH,CH,CH,
Br Br
|- Pentyne I,2 -dibro vmo l-pente ne
1,,2,2 -tetra bromopen tare

C. Adaiton of Hydngn Halids It

HCI
CH,CH,C=CCH,CHy - CH, CH, C=cHCHCA
H CH
CH,
CHa
4-chioro -2,r- dimcthyl-b-hextnc
2,5-dinethyl-3-hexyne
9,3-dichloro - 2,-dimetny heyae

d. Additio n df Water

TCHytt,tTRcttts|

CHyCH,C=CCH,CH,
Ha0 CH,
CH, CH, CH cH,C H,CHy
3-he xyne dipropylbeone
ARoMATIC HYDROCARPONS
a Halogenato n
Mitra ton of toulene
cH

p-nitrotoukne
0- nitrotoukne NOg
m- nitrotoulenc

HNO3 wNOg

anisoke O-nitroanisole
NO NO
HCI

0- ntrochloroben2em
cHsCH
CtCH
+ CHzCH-cI

o- dic tngl behncne

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