× Didn't find what you were looking for? Ask a question
Top Posters
Since Sunday
G
4
K
3
m
2
c
2
r
2
p
2
s
2
s
2
b
2
c
2
R
2
c
2
New Topic  
tola2001 tola2001
wrote...
Posts: 84
Rep: 0 0
11 years ago
How is a water molecule produced when fructose and glucose undergo a condensation reaction?
Read 1619 times
2 Replies

Related Topics

Replies
wrote...
11 years ago
Well, for the overall reaction, and assuming fructose attacks glucose (I'm basing this assumption on the account of the -CH2OH group which reduces the carbonyl carbon's electropositivity, and makes that carbon tertiary, thus making it "hard to reach" by a nucleophile), it would go like this:
The glucose's OH in C1 would first protonate (a H+ donor must be present in the rx. media). Then, the OH in a frutcose's C1 would attack nucleophillicaly the C1 of a glucose with has already been protonated, and this would release a water molecule, and leave a positive charge on the fructose's C1's oxygen, as it'd have 3 bonds. This is followed by this oxygen's disprotonating, expelling a H+ ion.
Overall, the condensation releases 1 H2O molecule, but there is a proton exchange involved.

With G and F standing for the C1 carbons of glucose and fructose (the rest of the molecules are not written, for readability), that'd look like this:
G--OH + H+ => G--OH2+
F--OH + G--OH2+ => F--OH+--G + OH2
F--OH+--G => F--O--G + H+

Exchange G and F and you'd get the scheme for glucose attacking fructose instead.
wrote...
11 years ago
When alpha glucose and beta fructose condense sucrose is formed via a glycosidic bond between C1 of glucose and C2 of fructose. The H of the OH on C1 in glucose reacts with the OH on C2 of fructose forming H2O.
New Topic      
Explore
Post your homework questions and get free online help from our incredible volunteers
  900 People Browsing
Related Images
  
 242
  
 403
  
 7345