4 .3 5 5 2 graXDS o f th e m e th y la te d p ro d u ct were h e a t e d i n a s e a l e d tu b e w ith 5 0 c c . o f m ethyl a l c o h o l which c o n t a in e d 1 p er c e n t o f hydrogen c h l o r i d e , f o r VO h ou rs a t 110®,
a f t e r which tim e t h e r e was no r e s id u e and t h e s o l u t i o n was p a le g o l d e n - y e l l o w i n c o lo u r .T h e s o l u t i o n was
n e u t r a l i s e d w ith s i l v e r c a r b o n a t e , and a f t e r f i l t r a t i o n , ev a p o ra ted t o d r y n e s s i n a t a r e d f l a s k , when 4 .5 6 2 grazos o f a c o l o u r l e s s syrup were o b ta in e d .T h e y i e l d , c a l c u l a t e d on t h e assu m p tion t h a t we are d e a l i n g w ith a m ixtu re o f t h e c o m p o s it io n a lr e a d y i n d i c a t e d , i s 92 p er c e n t o f t h e t h e o r e t i c a l maximum.
The syrup was d i s t i l l e d i n vacuo and th e f o l l o w i n g f r a c t i o n s were o b t a i n e d .
( a ) 0 .4 8 grams B.P.113?0.3m m . n^ = 1 .4 5 0 2
( 94)
JUtALXSXS DE_TH2..JPEaDIIC.%]. .(ir^-RZDRaLZSIS
.
On t h e b a s i s p o s t u l a t e d a b o v e , i , e . , t h a t th e m e t h y la t e d p ro d u ct i s a m ixtu re c o n t a i n i n g 70 p er c e n t o f a t r i ( t r i m e t h y l - a n h y d r o g l u c o s e ) , and 30 p er c e n t o f t h e c o r r e s p o n d in g m e th y la te d t r i s a c c h a r i d e , t h e p rod u ct o b t a in e d on h y d r o l y s i s ou ght t o c o n s i s t o f a m ixtu re c o n t a i n i n g 90 p er c e n t o f t r i m e t h y l m e t h y lg l u c o s id e and 10 p e r c e n t o f t e t r a m e t h y l m e t h y l g l u c o s i d e . A n a l y s i s o f F r a c t io n ( a ) . Z e i s e l .
(§L) 0 .0 5 4 5 grazes gave 0 .2 1 3 9 grams o f A gi. CIUO = 51.8^.
( 2 ) 0 .0 8 1 0 grams gave O'.328G grams o f A g i.
ÇIJ^O = 53L5^
Mean o f ( 1 ) and ( 2 ) CII^O = 5 2 . 6 ^ The p o s t u l a t e d m ixtu re h a s CH^O = 5 3 .5 ^ Carbon and Hydrogen.
0 . 1 4 8 2 grams gave 0 .1 1 0 7 grams o f w ater and O'.2768 grams o f carbon d i o x i d e .
C = 5 0 .9 3 ^ H =
A n a l y s is o f F r a c t io n ( 5 ) .
0 .0 7 0 8 craiDS gave 0 . 2833 graiQS o f A gi. CUjO = 52. 8 Ü
R equired Gtl^O = 53
Carbon and Hydror:en,
0 .1 8 4 2 grams gave 0 .1 4 3 8 grams o f w ater anclO*.3441 grams o f carbon d i o x i d e .
Found C = 50.26^ n = 8'. 6^
R equired C = H = 8 . 5 #
F r a c t i o n s ( a ) and (b ) were t h e r e f o r e i d e n t i c a l i n c o m p o s i t i o n .