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Αντιδράσεις προσθήκης καρβονυλικών ενώσεων
Αντιδράσεις προσθήκης καρβονυλικών ενώσεων
CHO, o C1
HCHO , C2H4O C3H6O
HCH=O
CH3CH=O
C3H6O
CH3CH2CH=O
CH3C=O
CH3
ME
C=O
( > C=O )
,
+ ,
(B )
,
(A + ,
:
- -
R-Mg
-CN
(F ,Cl ,Br , I )
14
C=O
CvH2vO H2 CvH2v+1OH
CH=O H2 -CH2-OH
C3-CH=O H2 C3-CH2-OH
C3-C2-CH=O H2 C3-C2-CH2-OH
C3
C3
C3-C= +2 C3-C
H2
(Ni, Pd, Pt)
.
,
15
CvH2v1CH=O HCNCvH2v1CH(OH)CN
CH=OHCN-CH-CN
OH
C3--CH=OHCNC3--CH-CN
OH
C3-C2-CH=OHCNC3-C2-CH-CN
OH
HCN
( )
H2SO4
2
.
HCN
Grignard
Grignard RMgX
Grignard .
Grignard
Mg R X :
RX
+Mg R-MgX
,
RMgX ,
Grignard:
R-MgX +H2O RH +Mg(OH)X
16
Grignard HCH = O
HCH = O C21MgCl CvH2v1CH2gCl
g()Cl+CvH2v1CH2
-CH=C3-MgClCH3-C(OMgCl)H2
CH3-C(OMgCl)H2 +2 Mg(OH)Cl + CH3-CH2OH
Grignard RCH = O
CvH2v1CH=O C21MgCl CvH2v1CHgCl +H2O
CH21
------------
g()Cl+ CvH2v1CHH
CH21
17 C3CH= C3-MgBr
C3-C2-MgBr
C3CH=C3-C2-MgBr C3CHMgBr +2
.
C 2-C3 ----------
Mg(OH)Br + C3CH()C2-C3
C3CH=C3-MgBr C3CHMgBr +2
.
C 3
----------
Mg(OH)Br + C3CH()C2-C3
Grignard
18
Grignard
C3
C3-C=
C3-C2-MgI
C3
C3-C-C2-CH3 + 2
Mg(OH)I
----....
C3
C3-C-C2-CH3
+ g(OH)I
OH
2- 2-