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اﻟﻌﻼﻤﺔ
ﻋﻨﺎﺼر اﻹﺠﺎ�ﺔ) :اﻟﻤوﻀــوع اﻷول(
ﻤﺠﻤوع ﻤﺠزأة
اﻟﺘﻤر�ن اﻷول 07) :ﻨﻘﺎط(
-I
(1إﯿﺠﺎد اﻟﺼ�ﻐﺔ اﻟﻤﺠﻤﻠﺔ ﻟﻠﻤركب :A
m
0,25 A: Cn H 2n O
0,25 M A =d × 29=1,52×29=44,08 g.mol−1
01,00 44-16
=12n+2n+16=44 ⇒ n
co
0,25 =2
14
0,25 A : C2 H 4O
(2اﻟﺼ�ﻐﺔ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ ﻟﻠﻤركب .A
n.
O
00,50 0,50 A : CH3 C
H
io -II
(1إﯿﺠﺎد اﻟﺼ�ﻎ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ ﻟﻠﻤرك�ﺎت :ﻤن Bإﻟﻰ اﻟﻤركب N
at
B CH3 CH CH3 C CH3 CH CH3 D CH3 CH CH3
OMgCl OH Cl
uc
O O
E CH3 CH CH3 F CH3 CH C G CH3 CH C
MgCl CH3 OMgCl CH3 OH
OH Cl
cy
CH3 CH3
M CH CH2 C CH3 N CH CH2 CH CH3
CH3 O CH3 OH
en
m
CH2 CH2
CH(CH3)2 CH(CH3)2
co
(4أ -ﻤﻌﺎدﻻت اﻟﺘﻔﺎﻋﻞ اﻟﻤؤد�ﺔ ﻟﻠﻤركب Qو اﻟﺒوﻟ�ﻤﯿر:P
H2SO4
0,50 CH3 CH CH3 CH3 CH CH2 + H2O
170 oC Q
OH
n.
01,50 0,50 n CH3 CH CH2 CH CH2
P
io CH3
n
ب -ﻤﻘطﻊ ﻤن اﻟﺒوﻟ�ﻤﯿر Pﯿﺘﻛون ﻤن ﺜﻼث وﺤدات ﺒﻨﺎﺌ�ﺔ:
at
0,50 ....... CH CH2 CH CH2 CH CH2 .......
n B = n NaOH
0,25 n NaOH = C NaOH × VNaOH =0,5 ×10 ×10−3 =5 ×10−3 mol
m m 1
= n B = B ⇒ MB = B = 200 g.mol−1
en
01,00 ب -اﺴﺘﻨﺘﺞ اﻟﺼ�ﻐﺔ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ ﻟﻠﺤﻤض اﻟدﻫﻨﻲ اﻟﻤﺸ�ﻊ :B
CH 3 - ( CH 2 )X - COOH
0,25 200 - 60
=15 + 14x + 45 = 200 ⇒ x =10
14
0,25 CH 3 - ( CH 2 )10 - COOH
m
Cn:2∆9,12 ﯿرﻤز ﻟﻪ ﺒ ـ ـC ( اﻟﺤﻤض اﻟدﻫﻨﻲ3
: C ﻋدد ذرات اﻟﻛر�ون ﻓﻲ اﻟﺤﻤض اﻟدﻫﻨﻲ-أ
co
A + 2 H 2O → Glycérol + B + C
M A = 536 g.mol−1
M Glycérol = (3 ×12) + (8 ×1) + (3 × 16) = 92 g.mol−1
n.
M B = 200 g.mol−1
M A + 2M H= M Glycérol + M B + M C
io MC =
2O
M A + 2M H2O − M Glycérol − M B
M C = 536 + ( 2 ×18 ) − 92 − 200 = 280 g.mol−1
at
C: C n H 2n-4O 2
12n + 2n - 4 + 32 = 280
uc
280 − 28
01,25 0,25 = n = 18 = n 18
14
:C اﺴﺘﻨﺘﺎج اﻟﺼ�ﻐﺔ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ ﻟﻠﺤﻤض اﻟدﻫﻨﻲ-ب
ed
0,25 +
HOOC (CH2)7 COOH
14 ﻤن3 ﺼﻔﺤﺔ
ﺎﺗﺑﻊ ﻟﻺﺟﺎﺑﺔ اﻟﻨﻤﻮذﺟﻴﺔ ﳌﻮﺿﻮع اﺧﺘﺒﺎر ﻣﺎدة :ﺗﻜﻨﻮﻟﻮﺟﻴﺎ ﻫـ .اﻟﻄﺮاﺋﻖ //اﻟﺸﻌﺐ)ة( :ﺗﻘﲏ ر�ﺿﻲ //ﺑﻜﺎﻟﻮر�2019 :
m
CH2 OH (CH2 )10 - CH3
3 O
00,75 x O CH O C
0,25 CH2 O C (CH2 )7 - CH = CH-CH2 -CH=CH - (CH2 )4 - CH3
co
(CH2 )10 - CH3
CH2 OH
CH OH
O
n.
CH2 O C
(CH2 )7 - CH = CH-CH2 -CH=CH - (CH2 )4 - CH3
00,25
io 1 mol de A
→ 2 mol de I 2
→ 2 MI
M A
= ⇒ II = 2 × 254 ×100
at
0,25 2 94,77
100 g
→ II 536
-II
uc
0,50
Tyrﺤﻤض أﻤﯿﻨﻲ ﻋطري
(2أ -كﺘﺎ�ﺔ ﺼ�ﻎ اﻟﻤرك�ﺎت :A, B, C
-
COOH COO -
-
COO
+ +
cy
0,25
OH OH OH
A B C
01,25 2 ب -ﺤﺴﺎب ﻗ�ﻤﺔ اﻟـ pHiﻟﻠﺤﻤض اﻷﻤﯿﻨﻲ اﻟﺘﯿروز�ن:
x
pK a1 + pK a2 2, 2 + 9,11
0,25 =pHi = = pHi 5,65
2 2
m
COOH
OH
co
بـ
-ﺼ�ﻐﺔ Ala-Asp-Tyrﻋﻨد pH= 1
O O
n.
00,75 0,25 H3 N
+
CH C NH CH C NH CH COOH
io COOH
OH
at
-ﺼ�ﻐﺔ Ala-Asp-Tyrﻋﻨد pH= 13
O O
-
uc
0,25 H2 N CH C NH CH C NH CH COO
-
O
(1أ -ﺤﺴﺎب كﻤ�ﺔ اﻟﺤ اررة Qاﻟﻨﺎﺘﺠﺔ ﻋن اﺤﺘراق كﺘﻠﺔ اﻟﺒرو�ﺎن اﻟﻐﺎزي:
cy
m
0,25 ΔH°comb = 3ΔH°f ( CO2(g) ) + 4ΔH°f ( H 2O( ) ) - ΔH°f ( C3H8(g) ) - 5ΔH°f ( O2(g) )
ΔH°f ( C3H8(g) ) = 3ΔH°f ( CO 2(g) ) + 4ΔH°f ( H 2O( ) ) -ΔH°comb - 5ΔH°f ( O2(g) )
co
0,25 ΔH°f ( C3H8(g) ) = 3(-393) + 4(-286)- ( -2218,8) - ( 5×0 )
ΔH°f ( C3H8(g) ) = -1179 - 1144 + 2218,8
n.
0,25 ( )
ΔH°f C3H8(g) = -104,2 kJ.mol-1
ΔH f
°
(C H )
at
3 8(g)
3C(s) + 4H 2 (g) C3 H8(g)
0,50
uc
3C(g) + 8H (g)
ed
14 ﻤن6 ﺼﻔﺤﺔ
2019 :� ﺑﻜﺎﻟﻮر// ﺗﻘﲏ ر�ﺿﻲ:(اﻟﺸﻌﺐ)ة// اﻟﻄﺮاﺋﻖ. ﺗﻜﻨﻮﻟﻮﺟﻴﺎ ﻫـ:ﺎﺗﺑﻊ ﻟﻺﺟﺎﺑﺔ اﻟﻨﻤﻮذﺟﻴﺔ ﳌﻮﺿﻮع اﺧﺘﺒﺎر ﻣﺎدة
0,25 C3H 6 (g) + HCl (g) → C3H 7Cl ( ) ΔH°2 = -72 kJ.mol-1
C3H 6 (g) + H 2 (g) → C3H8 (g) ΔH°3 = ΔH1° +ΔH°2
m
0,25 ΔH°3 = -124 kJ.mol-1
( )
. ΔH f C3 H 7 Cl( ) ﺤﺴﺎب أﻨطﺎﻟﺒﻲ ﺘﺸكﻞ كﻠور اﻟﺒرو�ﺎن اﻟﺴﺎﺌﻞ-ب
°
co
ΔH°r = ∑ ΔH°produits - ∑ ΔH°reactifs
n.
ΔH°f ( C3H 7 Cl( ) ) =ΔH°f ( C3H8(g) ) + ΔH°f ( HCl(g) ) - ΔH1° - ΔH°f ( H 2(g) )
io (
ΔH f C3 H8 (g) = −105 kJ.mole
°
) −1
ﺘﻘﺒﻞ اﻹﺠﺎ�ﺔ ﻓﻲ ﺤﺎﻟﺔ إﺴﺘﻌﻤﺎل:ﻤﻼﺤظﺔ
ΔH°f ( C3H 7 Cl( ) ) = -145 kJ.mol-1 وﺘﻛون اﻟﻨﺘﯿﺠﺔ
at
( )
02,25
: ΔH d ( C-Cl ) C-Cl اﻟر�طﺔ
ﺤﺴﺎب أﻨطﺎﻟﺒﻲ ﺘﻔكك ا-ج
°
uc
ΔH°f
3C(s) +
7
H +
1
Cl
( C H Cl )
3 7 ( )
C3H 7 Cl( )
2 2 (g) 2 2 (g)
0.50
ed
3ΔH °sub( C ) 7 1
ΔH °d ( H-H ) ΔH °d ( Cl-Cl ) -ΔH °vap( C
2 2 3 H 7 Cl )
-2ΔH°d ( C-C )
-
°
-7ΔH°d ( C-H ) -ΔH d ( C-Cl )
C3H7 Cl( ) 2 2 ( )
0,25
14 ﻤن7 ﺼﻔﺤﺔ
ﺎﺗﺑﻊ ﻟﻺﺟﺎﺑﺔ اﻟﻨﻤﻮذﺟﻴﺔ ﳌﻮﺿﻮع اﺧﺘﺒﺎر ﻣﺎدة :ﺗﻜﻨﻮﻟﻮﺟﻴﺎ ﻫـ .اﻟﻄﺮاﺋﻖ //اﻟﺸﻌﺐ)ة( :ﺗﻘﲏ ر�ﺿﻲ //ﺑﻜﺎﻟﻮر�2019 :
m
0,25 ΔH°d(C-Cl) = 328,1 kJ.mol-1
وﺘﻘﺒﻞ أ�ﻀﺎ:
co
-144,1= (3×717) + ( ×436) + ( ×242) - (2×348) - ( 7×413) - ΔH°d(C-Cl) - 27
7 1
2 2
ΔHd(C-Cl) = 2151 + 1526 + 121 - 696 - 2891 + 145 - 27
°
n.
ΔH°d(C-Cl) = 329 kJ.mol-1
io
at
uc
- ed
cy
en
اﻟﻌﻼﻤﺔ
ﻋﻨﺎﺼر اﻹﺠﺎ�ﺔ )اﻟﻤوﻀــوع اﻟﺜﺎﻨــﻲ(
ﻤﺠﻤوع ﻤﺠزأة
اﻟﺘﻤر�ن اﻷول) 07ﻨﻘﺎط(:
ﻠﻤرك�ﺎت : F، E ، D ، C ، B ، A
-Iاﯿﺠﺎد اﻟﺼ�ﻎ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ ﻟ ّ
m
CH3 CH CH3
co
6 (A) OMgCl (B) OH
03,00 x
0,50
COOH COOH COOH
n.
)(D )(F )(F
O
0,50
NH C NH C
cy
02,50
ﺠ -ﺤﺴﺎب اﻟﻛﺘﻠﺔ اﻟﻤوﻟ�ﺔ اﻟﻤﺘوﺴطﺔ ﻟﻠﺒوﻟ�ﻤﯿر:
en
m
CH 3 − ( CH 2 )4 − COOH
3
+ KMnO4
x ) 3 ( HOOC − CH 2 − COOH
co
00,75 0,25 H2SO4
+
HOOC − ( CH 2 )3 − COOH
(2اﻟﺼ�ﻎ ﻨﺼﻒ اﻟﻤﻔﺼﻠﺔ اﻟﻤﻤكﻨﺔ ﻟﺜﻨﺎﺌﻲ اﻟﻐﻠ�ﺴﯿر�د:
n.
O
CH2 O C
CH2-OH
uc
O
0,25
CH O C
00,75 (CH2)2-( CH2-CH = CH)4 - (CH2)4- CH3
CH2-OH
-
O
cy
CH-OH
en
O
CH2 O C
(CH2)2-( CH2-CH = CH)4 - (CH2)4- CH3
m
M C20:4∆5,8,11,14 = (12 × 20 ) + 32 + 32 = 304 g.mol−1
( )
co
M A = M Glycérol + M C20:4∆5,8,11,14 +M(C16:0) -2M H O
( ) 2
n.
-ﻤﻼﺤظﺔ :ﺘﻘﺒﻞ اﻹﺠﺎ�ﺔ اﻟﺘﺎﻟ�ﺔ ﻟﺤﺴﺎب MA
A : C39 H 68O5
-II
-
m
O O O
co
01,75 2 pHi =
x 2
0,25 2,02 + 8,8
=pHi = 5,41
2
n.
: ﻫﻲpH=8 اﻟﺼ�ﻎ اﻷﯿوﻨ�ﺔ اﻟﻤﺘواﺠدة ﻋﻨد-ﺠ
+ - -
H3N CH
2
x
0,25
io (B)
CH2
C
COO
NH2
; H2N
(C)
CH
CH2
COO
at
C NH2
O O
uc
9 5 1
x NH 2 − CH 2 − COOH + O
→ 2CO + H O + N
2(g) 2 2 () 2 2(g)
∆Hocomb
(s) 4 2(g)
0,25
:25°C ∆ أﻨطﺎﻟﺒﻲ ﺘﻔﺎﻋﻞ اﻻﺤﺘراق ﻋﻨدHocomb ﺤﺴﺎب-ب
:ﺒﺘطﺒﯿق ﻗﺎﻨون ﻫ�س
-
cy
5 1
0,25 ΔH ocomb = 2×ΔH of (CO 2(g) ) + ×ΔH of (H 2O( ) )+ × ΔH fo (N 2(g) )
02,75 2 2
en
9
- ΔH of (Gly(s) ) + × ΔH of (O 2(g) )
4
5
0,25 ΔH ocomb = 2×(-393) + ×(-286) - (-527,5)
2
0,25 ΔH ocomb = -973,5 kJ.mol-1
14 ﻤن12 ﺼﻔﺤﺔ
2019 :� ﺑﻜﺎﻟﻮر// ﺗﻘﲏ ر�ﺿﻲ:(اﻟﺸﻌﺐ)ة// اﻟﻄﺮاﺋﻖ. ﺗﻜﻨﻮﻟﻮﺟﻴﺎ ﻫـ:ﺎﺗﺑﻊ ﻟﻺﺟﺎﺑﺔ اﻟﻨﻤﻮذﺟﻴﺔ ﳌﻮﺿﻮع اﺧﺘﺒﺎر ﻣﺎدة
:25°C ﻤن اﻟﻐﻠ�ﺴﯿن اﺤﺘراق ﺘﺎم ﻋﻨد7,5g إﯿﺠﺎد كﻤ�ﺔ اﻟﺤ اررة اﻟﻨﺎﺘﺠﺔ ﻋن اﺤﺘراق-ﺠ
0,25 M Gly = 16 + 14 + 32 + 13 = 75g.mol−1
m
7,5 × ( -973,5 )
0,25 Q= = −97,35 kJ
75
: ﺘﻘﺒﻞ اﻹﺠﺎ�ﺔ اﻟﺘﺎﻟ�ﺔ:ﻤﻼﺤظﺔ
co
M Gly = 16 + 14 + 32 + 13 = 75g.mol−1
Q m( Gly ) 7,5
n.
ΔH ocomb = ⇒n= = = 0,1mol
n M ( Gly ) 75
io T
: ﺑﺘﻄﺒﯿﻖ ﻗﺎﻧﻮن ﻛﯿﺮﺷﻮف60°C ( ﺤﺴﺎب أﻨطﺎﻟﺒﻲ اﻟﺘﻔﺎﻋﻞ اﻟﺴﺎﺒق ﻋﻨد2
at
333
∆H T =∆H T + ∫ ∆CpdT ∆H =∆H 298 + ∫ ∆C dT
o o o o
0,50 ,
333
p
0
T0 298
01,75
uc
0,25 ∆=
H o333 ∆H o298 + ∆Cp (333 − 298)
0,25 = (2 ) 2 ( ) ( )
∆Cp 2Cp CO2( g ) + 5 Cp H2O( ) + 1 Cp N2( g ) − 9 Cp O2( g ) −Cp Gly( s )
4 ( ) ( )
ed
0,25 ∆Cp = ( 2×37,45 ) + 5×75,24 + 1×29,12 − 9×29,37 − ( 99,20 )
2 2 4
0,25 ∆Cp =
112, 27 J.mol-1.K -1
0,25 ∆H333
o
−973,5 + 112,27×10−3 (333 − 298) =
= − 969,58 kJ.mol−1
-
cy
sub f (g)
f (s)
00,50 0,25
H°f (Gly)(g) ∆H°f (Gly)(s) + ∆H°sub (Gly)
∆=
0,25 ∆H°f (Gly)
= (g) −380,5kJ.mol−1
-527,5 + 147 =
14 ﻤن13 ﺼﻔﺤﺔ
2019 :� ﺑﻜﺎﻟﻮر// ﺗﻘﲏ ر�ﺿﻲ:(اﻟﺸﻌﺐ)ة// اﻟﻄﺮاﺋﻖ. ﺗﻜﻨﻮﻟﻮﺟﻴﺎ ﻫـ:ﺎﺗﺑﻊ ﻟﻺﺟﺎﺑﺔ اﻟﻨﻤﻮذﺟﻴﺔ ﳌﻮﺿﻮع اﺧﺘﺒﺎر ﻣﺎدة
ΔH of (Gly)g
2 C(s) + 5/2 H2 (g) + 1/2N2 (g)+ O2 (g) C2 H 5 NO 2 (g)
0,50
5 o 1 o
o
ΔH d(H − H ) ΔH d
m
2ΔHsub(C)
.... (N ≡ N) .... ΔH od(O =O)
-∑ ΔH od
2 2
co
2 C(g) + 5H(g) + N (g) + 2 O (g)
02,00
0,25 ∑ ΔH o
d = ΔH od (C-C) + 2ΔH od (C-H) + 2ΔH od (N-H) + ΔH od (C-N)
n.
+ ΔH od (C=O) + ΔH od (C-O) + ΔH od (O-H)
2
uc
1
+ ΔH od (O=O) + ΔH od (N ≡ N) - ∑ ΔH od
2
5 1
∑ ΔH o
= 2ΔH osub (C(s) ) + ΔH od (H-H) +ΔH od (O=O) + ΔH od (N ≡ N) - ΔH of (Gly)g
ed
0,25
d
2 2
5 1
0.25 ∑ ΔH o
d = 2 × 717 + × (436) +(498) + (940) − ( −380,5 )
2 2
-
∑ ΔH o
= 3872,5 kJ.mol-1
cy
0,25
14 ﻤن14 ﺼﻔﺤﺔ