Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID)

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Chapter1: Chemical Foundations
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Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (D-GLUCOSE -> ASCORBIC ACID)

Мe
Me
Acetobacter
ОН
OH
ОН
OH
OH
suboxydans
рH 4-6, 30-35°C
HO
3. Acetone,
HO
H2SO4
37 %
H2 RaNi
Me
Но
Но
но
OH
quant.
>90 %
OH
ОН
ОН ОН
OH
OH
Me
D-glucose (10)
11
12
13
OH
НО
4.NaOCI, NICI, > 93 %
5. H20, H*, 82 %
HO
6. HCI, PhMe, A
step 3+4 can be replaced
by oxidation with Air &
НО
OH
> 60 %
HO.
14
OH
Ascorbic acid (15)
PtO
Transcribed Image Text:Мe Me Acetobacter ОН OH ОН OH OH suboxydans рH 4-6, 30-35°C HO 3. Acetone, HO H2SO4 37 % H2 RaNi Me Но Но но OH quant. >90 % OH ОН ОН ОН OH OH Me D-glucose (10) 11 12 13 OH НО 4.NaOCI, NICI, > 93 % 5. H20, H*, 82 % HO 6. HCI, PhMe, A step 3+4 can be replaced by oxidation with Air & НО OH > 60 % HO. 14 OH Ascorbic acid (15) PtO
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