Contenu connexe Similaire à أساسيات الكيمياء العضوية نظري Similaire à أساسيات الكيمياء العضوية نظري (15) Plus de الغريب المسافر (16) أساسيات الكيمياء العضوية نظري2.
١٥٣
אא
א
א
W،،אא،א
א א א אא א א א א
אאא،אאאאאא
אאאאא
אWאאאאאא
Kאא
אאאאאאא
א ،א אא
אאאאאאאא،
א א ،א אא
א א אא א א א א א א א
א אא،א
Kאא،א
?א??אא?אא
Kאאאאאאאא
אאאאאאא
،א ،א א אא
Kאאאאא
؛ א א א א
Kא
אאאא
3.
١٥٣
אא
א
א
אא،KKאאאא
א،אאאא
אאאאא
אאאאא،אאאאא
אאאאאא
אאאאאא،א،אאא
אאאאא
–אא–אאאאאא
אאאאאאאאאאאא
،،אאאKאאאא
א Kאאאאאאא
אKאאא،אא
א،אא،אאא
Kאאאא
אאאאאאאא
Kאאא،אא
Kאאאא،א
6. אא
١٥٣
אא
א
א
Wאא
،אא،אא،אאאא
Kאאא
Wאא
Wאאא
Kאאאאא
Kאאאאאאאאא
-١
-٢
Wאאא
K٪٨٠אאא
Wאא
Kא
Wאא
KOverhead Projector
Kאא
Wאא
Kאאאא
-١-
7. אא
١٥٣
א
אא
א
W١ J١
Kא אאא
אאאOrganic
،،אא،א
Kאא،א،אאאKא
Fאא1828 Wohlerאאאא
،אאEא
Wאא
O
H2N C NH2
NH4OCN
אאא،א،א
אא،אאאא
Kא،
אאאאKאאא
אאאאאK
Kאאא
אאא אאא
،אאאאKא
א،אאאאאאאא
אא،אאא،אאא
،אאאא،אאא
Kאא،אאאא،אאא
אאאאאאאא
Kא
א،אאאאאא
אאKאאאאאא
-٢-
8. אא
١٥٣
א
אא
א
،אאאא،אאKFunctional Groupsאא
Kאאאאאא
אE–OHFא،אאאאא
אאאKsp3
،אאאאאאא،אא
Kאאאא
WFunctional Groupאא٢ J١
אאאאא
،،אאKאאא
O
אאאאKאאא
C
H
Wאאאא
O
O
CH3C H
[H]
أ
O
CH3 CH2C H
[O]
[O]
[H]
ب
O
CH3CH2CH2C H
ج
[O]
[H]
CH3C-OH
CH3CH2OH
( ) ﺣﻤﺾ آﺮﺑﻮآﺴﻴﻠﻲ
( ) ﻏﻮل
CH3CH2COOH
( ) ﺣﻤﺾ آﺮﺑﻮآﺴﻴﻠﻲ
CH3CH2CH2OH ( ) آﺤﻮل
CH3CH2CH2COOH ( ) ﺣﻤﺾ آﺮﺑﻮآﺴﻴﻠﻲ
CH3CH2CH2CH2OH ( ) آﺤﻮل
אאאאאאא
- ( אCHO)אאא
-٣-
9. אא
١٥٣
א
אא
א
،אאאאאאKאא
אאKאאא
،אא
FKאאאאא
KאאE١ J١
אאWE١ J١F
א
אא
H2C
אא
א
א
C H2
C=C
אא
EאאF
H C C
H
Br
CH3I ,
CH 3CH2OH
CH3 O
CH3
O
CH3 C H
O
CH3 C CH3
O
H C OH
א
C C
X
אאא
א
אא
אא
C
( X = I, Br, Cl , F )
C
-٤-
O
C
O
C H
O
C
א
אא
C OH
C C
O
C OH
10. אא
١٥٣
אא
א
O
CH3 C OCH 3
CH3
CH3NH2 , CH3NH
CH3CN
NO 2
CH 3NO 2 ,
א
א
א
א
א
O
C Y
( Y = Cl ,OR, NR 2 ,...)
CH3SH
א
C N
C
C
N
O
C N O-
C SH
Wאאא٣ J١
KאאEFאאאא
אאאאאאאא
אא?hemolytic?אKא
Kאאא?heterolytic?،
K Xאאאאא
C . .X
.
C. + X
ﺟﺬر ﺣﺮ
-٥-
" " أﻧﻔﺼﺎم ﻣﺘﺠﺎﻧﺲ
11. אא
١٥٣
אא
C . .X
.
C + + .X
_
أﻳﻮن آﺮﺑﻮﻧﻴﻮم
carbonium ion
C . .X
_
.
C. + X+
א
}
א
" " اﻧﻔﺼﺎم ﻏﻴﺮ ﻣﺘﺠﺎﻧﺲ
أﻳﻮن آﺮﺑﺎﻧﻴﻮن
carbanion
אK،אאא
אKאאאאאאא
Kאאאאאאאאאא
Xא،אאאא
Kא،א
אאאאא
KאאXאEאFאא
KXאאאאEאFאא
אKאאאאא
אאאאא אא
אאאKאאאא
א،EאFא
KאאNucleophilesENu-FאElectrophilesEE+F
EאFאאאאאאא
WKא
H+ , Br+ , NO2+ , BF3 , AlCl3
Fאאאאאא
WKE
-٦-
12. אא
١٥٣
א
אא
א
. ._
. _
. _
. _
. .
.
.
. , RO. . , RS . . , CN . . , H O .. , R N .
.
.
HO. .
2
2
.
..
..
אאאאאאאאא
W،א
א،substitutionאאא J١
Kא
CH3CH2Br +H2O
CH3CH 2OH + HBr
EאאF
אאאWadditionא J٢
Kאאאאא
CH 2
CH2 + Br2
CH2BrCH 2Br
EF
א،eliminationEאFאא J٣
אאFאאאא
CH 3CH 2Br
CH2 + H2O + NaBr
KE
+ NaOH
CH2
EאאF
-٧-
13. אא
١٥٣
א
אא
א
WאאאאאאW١
CH2OH
_
- ح
O
ب
O
CH 3C N(CH 3)2
أ
CH3
CH3CH2F
_
_
و
CH3 Pb
هـ
CH3
CH3
د
O
CH 3OCH 2CH 2C H
ج
؟א،אאאW٢
+
-
-
CH3CH2 , ZnCl2 , F , CH3CH2 , CH3OH , CH3SH , CH3NH2
WאאW٣
O
a) - CH3 C H + CH3MgI
CH3CHCH3
OMgI
b) - CH3CH2I +
CH3CH2SH + NaI
NaSH
c) - CH2 CH CH 3 + HCl
CH3CHCH 3
Cl
-٨-
14. אא
١٥٣
א
אא
א
١ J٤אא
W ١
J J J Jא
W٢
KאאWCH3NH2
KאWCH3OH
KWF KW
ZnCl2
KאאאאW٣
Kאא
-٩-
18. אא
אא
١٥٣
א
אא
א
Wאא
אאאאאאא
Kאאאאא
Wאא
JWאאא
Kאא .١
Kאאא .٢
،E،،Fאאא٣. א
Kאא
Wאאא
K٪٨٥אאא
Wאא
K٨
Wאא
KOverhead Projector .١
Kאא .٢
Kאאאאא .٣
K .٤
Wאא
Kאאאא
- ١٠ -
19. אא
אא
١٥٣
אא
א
א
Wא١ J٢
אא
W
Wא J
אאא
WאKאא–אא،
–א،saturatedא אK
Ethane CH3-CH3alkanesא
، Jא،unsaturated אK
W
،EC=CF–אא،alkenes א J١
،EC
C F–אאalkynesא
אאא،אאא
K
،אAromatic Hydrocarbonsאא א J٢
KC10H8אאא
WAlkanesא٢ J٢
،אאא،א
אאאאאאא،אאא
Kאאא،אאא
אאא
nCnH2n+2Wאאאאאא
אאKאאEnFEKKKKKKK،٤{٣{٢{١=nF
- ١١ -
20. אא
١٥٣
אא
א
אא
א
א،א،א
Kא
Wא١ J٢ J٢
אאא،E-aneFאא
E-aneFאאEאFאא
E١ J٢F،
אE١ J٢F
n
אא א
CH4
1
methane
2
ethane
CH3CH3
3
propane
CH3CH2CH3
4
butane
5 pentane
6
hexane
7
heptane
8
octane
9
nonane
10
decane
CH3CH2CH2CH3
CH3(CH2)3CH3
CH3(CH2)4CH3
CH3(CH2)5CH3
CH3(CH2)6CH3
CH3(CH2)7CH3
CH3(CH2)8CH3
CH2אאאא
אא،Methyleneא
Wאא
Butane C4H10Wאא
- ١٢ -
21. אא
١٥٣
אא
א
אא
א
CH3 CH CH3
CH3-CH2-CH2-CH3
n-Butane
CH3
Isobutane J
Pentane C5H12
CH3 CH CH2 CH3
CH3
–
Isopentane
CH 3
CH 3CH 2CH 2CH 2CH 3
–
N-pentane
Wאא
CH 3
C
CH 3
CH 3
J
Neopentane
WAlkyl Group ER-Fא
אאER-Fא
אא،methylCH3-א
אאאאE 2-2FאKEthylECH3CH2-Fא
אא
- ١٣ -
22. אא
١٥٣
אא
א
אא
א
Kאא١٠ J٢א
אא
אא
א
א
Methyl
CH3 J
Ethyl
CH3CH2-
Ethane CH3CH3
CH3CH2CH2-
Propane
CH3CH2CH3
N-Propyl
Isopropyl
n-Butyl
sec- Butyl
Isobutyl
CH3-CH-CH3
CH3CH2CH2CH2 CH3CHCH2CH3
CH3CH2CH2CH3
n-Butane
CH3
CH3 CH CH2 _
Tert-butyl
MethaneCH4
CH3
CH3 C
CH3
CH3 CH CH3
Isobutane
CH3
WCycloalkanes אא
Wאאאאאא
CH 2
CH 2
CH 2
Cyclopropane
CH2
- ١٤ -
CH2
CH2
CH2
23. אא
١٥٣
אא
א
אא
א
Cyclobutane
CH2
CH2
CH2
CH2
CH2
Cyclopentane
CH2CH3
Ethylcyclobutane
WIUPACאאא
אאאאאאאא
IUPAC Wאא،אא
International Union of Pure and Applied Chemistry.
Wאא
EאFאאאא
E١
אאאאאאא
E٢
Kאאאא
אאאאאאKאאא
،אאאאEאFאאE JF
אאאaneא
Wאאyl
1
2
3
4
5
6
CH 3 CH 2 CHCH 2 CH 2 CH 3
CH 2 CH 3
- ١٥ -
24. אא
١٥٣
אא
א
אא
א
3-Ethylhexane
EאאFאאאאא
אpenta ،tetra،tri،diא،אאא
אאKKKKKK،،אאא
אאאא،
Wאאא
CH3
CH3 CH CH2 C CH
3
5
4
3
2
CH3
1
CH3
2-2-4-Trimethylpentane
אאאאאא
Wאא
8
7
6
CH2CH3
4
5
2
3
1
CH3 CH2 CH2 CH CH C CH2 CH3
_
CH3 CH2 CH2 CH3 CH2CH3
3,3-Diethyl-4-methyl-5-n-propyloctane
אאא
Wאאאאאא
7
6
5
4
3
CH 3 CH 2 CH CH 2 CH
CH 3
2
1
CH 2 CH 3
CH 2CH 3
3-Ethyl-5-Methylheptane
- ١٦ -
25. אא
١٥٣
אא
א
אא
א
אאEאFאא
،EaneFאEylFא،א
אאאאאאאא
אאאאאא
CH3 CH2
1
2
1'
Wא
CH3 CH3
2'
_
CH CH CH3
CH CH CH2 CH2 CH2 CH3
3
CH2
4
5
6
CH2CH3
7
8
CH3
3-Ethyl-4(1',2',Dimethylpropyl) nonane
EאFאאאאאאא
אאאאKאאא
WאEא
NO2W Nitro
F: Fluoro
ClW Chloro
NH2W Amino
BrW Bromo
CNW Cyano
IW Iodo
- ١٧ -
26. אא
١٥٣
אא
א
אא
5
4
Br
א
W
2
1
CH3CHCHCH 2CH3
3
CH3
Cl
3-Bromo-2-chloro-4-methylpentane
אאאאאא
،אאאאאneo-אiso-
אאtridisec-tert-אאא
Kא
Wאאאא٢ J٢ J٢
א،nonpolarא
C5א،אאאאC4C1،אא
١٨אאאא،C17
א،אא،אאKאא
אאאאאאאא،א
אאא،אאאEאאF
K
Wאאא٣ J٢ J٢
אא،אא
Wאא
Wcombustion אא
–אאא
-١
KאKאאא
- ١٨ -
27. אא
١٥٣
אא
א
אא
CH4 + 2O2
א
CO2 (g) + 2H2O + ﻃﺎﻗﺔ
(g)
WHalogenationא
،אBr2אCl2אEאאFא
-٢
אאאא،אא
Wאא،
WE١F
Br
+ Br2
+ HBr
Bromocyclopentane
WE٢F
H
H
C
hν
H3C _ Cl + HCl
H + Cl 2
H
hν
Chloromethane
CH2Cl2 + HCl
CH3 Cl + Cl2
Dicarbomethane
CH 2Cl2 + Cl2
hν
hv
CHCl 3 + HCl
Chloroform
hν
- ١٩ -
28. אא
١٥٣
אא
א
אא
hv
C H Cl 3 + Cl2
א
C C 14 + HCl
Carbontetrachloride
'
،אאא
אאא
W
KאEFאא
K
אאאאאאא
Kאא
C
C
H 2 /Pt ,Pd أوNi
_
ﺿﻐﻂ
_
C C
_
H H
Alkane
Alkene
CH3CH2CH2CH2CH = CH 2
1- Hexene
H2 , Pt
ﺿﻐﻂ
CH3CH2CH2CH2CH2CH2
n- Hexane
W K
،אא،אאא
אאא KGrignard reagentsא
Kאא
R-X + Mg
Alkyl halide
اﻳ ﺜﺮ ﺟ ﺎف
- ٢٠ -
RMgX
Alkyl magnesium halide
29. אא
١٥٣
אא
א
אא
א
אאאא
Kאא
R-MgX + H 2O
RH + Mg(OH)X
Alkane
RH + Mg(OCH 3)X
Alkane
RMgX+CH 3OH
Br
Mg Br
CH3CH2CHCH 3+Mg
اﻳ ﺜﺮ ﺟ ﺎف
CH3CH2CHCH 3
H2O
Mg(OH)Br + CH 3CH2CH2CH3
W K
Kאאא
2R - X + 2 Na
R - R + 2 NaX
Alkane
2 CH 3 CH2 Cl + 2 Na
CH3 CH2 CH2 CH3
Wאאא אK
אאאאאא
،אאא
WאאLithium dialkyl copper ( R2CuLi)
(CH 3 CH2)2 CuLi + CH 3 CH2 CH2 Br
CH3 CH2 CH2 CH2 CH3 + CH3 CH2 Cu + LiBr
- ٢١ -
30. אא
אא
١٥٣
א
אא
א
Wאאאא
CH3 CH2 Cl + Li
CH3 CH2 Li
(CH 3 CH2)2 CuLi + Lil
2 CH 3 CH2 Li + Cul
Wא٤ J٢ J٢
Kא،אאאאא
Kאאאאא،אא٪٨٠א
Kא،אא
אאKRefiningאא
K
Walkenesא٣ J٢
،EC=CF–אא
،CnH2nאאא،olefins
KC2H4אאCnH2n-2א
H
C
H
H
120
=
C
H
- ٢٢ -
31. אא
١٥٣
אא
א
אא
א
Wא١ J٣ J٢
Wא אK
אאאאאאאאאאא
،אא–ylenealkaneאאא א–ane
Wאא
KאאE1-3-2F
Alkaneא
Alkeneא
Ethylene
Propylene
Butylene
Ethane
CH 2=CH 2
CH3-CH =CH2
Propane
CH 3CH 2CH=CH 2
CH3CH3
CH 3CH 2CH 3
2-Butylene CH 3CH=CHCH 3
n-Butane
Isobutylene CH3 CH = CH2
Isobutane
CH 3CH 2CH 2CH 3
CH3 CH CH3
CH3
CH3
–CH2=CH2אאאא
W( Vinyl group )אCH=CH2
CH2 = CH
Cl
CH 2 = CH
CH2 = CH
Br
Vinyl bromide
Vinyl Chloride
Vinyl Cyclohexane
W( allyl group)אCH3CH=CH2אאא
- ٢٣ -
32. אא
١٥٣
אא
א
אא
א
CH2CH = CH2
Cl
Allyl Choride
WIUPACאא
K
אאא،אאא
אEאאFIUPACא
Wאאאאאא
KEאFאאאאא E٣
–אאאא–aneאאאא E٤
Kene
אאאא،אאאאא E٥
Kא
אאא،אאא
Wאא،אאא
5
4
3
2
1
CH3CH-CH = CH-CH3
CH3
4- Methyl - 2- Pentene
Wאאא
CH2 = CH2
Ethene
CH 3 -CH = CH
Propene
CH3CH2CH = CH2
2
1-Butene
- ٢٤ -
33. אא
١٥٣
אא
א
אא
א
CH2-CH = CH2
Cl
2-Ethyl-1-Butene
3-Chloro -l- Propene
אאאאאאאא
אKאאא،אאא
Kאאאאא
6
5
1
4
2
4
5
3
Cyclohexene
(1-Cyclohexene)وﻟﻴﺲ
3
6
2
1
3-Methylcyclohexene
(6-Methylcyclohexene )وﻟﻴﺲ
–eneאאאאKKKKKKtetra،tri ،di א
אאאא
Kאאאא
5
4
3
5
2
1
1 CH 2
2-Ethyl,1,4-Pentadiene
2
1
4
2
CH2 = CH-CH 2-C-CH 2CH3
3
1,3-Cyclopentadiene
6
4
3
5
7
1,3,6-Heptatriene
אFאאאא
אE2-butane 1-buteneאאא
- ٢٥ -
34. אא
١٥٣
אא
א
אא
א
Kאאאא،אא
W2-butene
CH3
H
C
CH3
CH3
C
C
CH3
H
trans-2-butene
H
C
H
Cis-2-butene
EאאאאFאא
Fאא،E–cisFא،א
אא،אאKtransאEא
K ٠{٩trans-2-butene٣٧،א،cis-2-butene ،א
Wאאא٢ J٣ J٢
אאאאאאא
،א،א،אא
אא،אאאאא
אאאאא،א
Kא
Wא٣ J٣ J٢
Wאא
Wאאאא
E٦
אאאא،H+،א
KH3PO4אH2SO4אא
- ٢٦ -
35. אא
١٥٣
אא
אא
H
H
H
C
C
H
א
H
+
H ,
H
C
C
+
H2O
H
H
OH H
(اﻟﻜﻴﻦ )اﺛﻴﻠﻴﻦ
(آﺤﻮل )اﻳﺜﺎﻧﻮل
א
אFאאאא،אאא
،אאEאאאאאא
Wאא
CH2
CH
CHCH3
H
OH
H+
,
H
CH3-CH = CHCH3
2-Butene
+ H2O
+
2-Butanol
CH2 = CHCH2CH3
1-Butene
Wאאאא
E٧
KKOHאא( I , Br, Cl =X ) HX
CH2
CH2
H
KOH / آﺤﻮل
+
Cl
-
CH2 = CH2 +K +CI +H2O
اﺛﻴﻠﻴﻦ
آﻠﻮرو اﻳﺜﺎن
אאאא،אאאא
Wאא،א،אאא
- ٢٧ -
36. אא
١٥٣
אא
א
אא
CH2
CH
CH
H
Br
KOH / آﺤﻮل
א
H
CH3
CH3
CH = CH
CH3 + K+
J٢EF J٢
HCH2 = CHCH2CH3+Br-+H2o
EF
J١
Wא H2SO4אא K١
אא ،אאא
אKאא אאא،א
K
CH2 = CH2 + H2SO4 ﻣﺮآﺰ
CH2
CH2
OSO3H
H
آﺒﺮﻳﺘﺎت اﻻﻳﺜﻴﻞ اﻟﻬﻴﺪروﺟﻴﻨﻴﺔ
WPolymerization אK٢
א––א
،אאאאKpolymersא
Kאאאא
WאאW
אNaphtha fractionאאאא
א١٠ J٤אאאא،א
א،٩٠٠ J٧٠٠אאאאא
Kאאאא
- ٢٨ -