From D10 Pont · · · in t a n k car quantities
3 N E W INTERMEDIATES
FURAN
1,4-DICHLOROBUTANE
TETRAHVDROFURAN
A n u n s a t u r a t e d c o m p o u n d with c o n j u g a t e d d o u b l e bonds, furan reacts m u c h like divinyl ether and butad i e n e — w i t h modifications due to i t s cyclic structurp A d d i t i o n , s u b s t i t u tion a n d r i n g e n i n g reactions c a n b e effected. Soi^a t y p i c a l reactions o f furan follow:
l , 4 - D C B , n o w b e i n g p r o d u c e d in t a n k car q u a n t i t i e s , m a k e s possible t h e c o m mercial d e v e l o p m e n t of n e w organic s y n t h e s e s . E i t h e r or b o t h o f t h e highly reactive chlorine a t o m s c a n be replaced by thiol, cyanogen, amine, a l k o x y , aryloxy, a n d o t h e r groups. T h e v e r s a t i l i t y o f 1 , 4 - D C B i s illustrated in t h e following r e a c t i o n s : W I T H Sodium Sulfide Tetrahydrothiophene W I T H Ammonia Bis-pyrrolidinium bromide WITH Alcoholates and Phenolates Chloroethers and Diethers WITH Toluenesulfonamide plus hydrolysis Pyrrolidine W I T H Sodium Cyanide Delta-chlorovaleronitrile
O u t s t a n d i n g for its high s o l v e n t p o w e r , T H F dissolves high molecular w e i g h t polyvinyl chlorides and vinylidene chloride c o p o l y m e r s a t r o o m t e m p e r a ture. I t is readily m i s c i b l e w i t h o t h e r organic s o l v e n t s , d r y i n g oils, a n d w a ter, m a k i n g i t useful in t h e formulation of a d h e s i v e s , lacquers, fabric c o a t ings and i n s y n t h e t i c - f i b e r m a n u f a c ture. A s a c h e m i c a l i n t e r m e d i a t e , T H F reacts b y s u b s t i t u t i o n or ring c l e a v a g e , m u c h like a n a l i p h a t i c e t h e r , b u t m o d i fied b y its cyclic structure. I t s a b i l i t y t o dissolve a w i d e range o f non-resinous organic m a t e r i a l s s u g g e s t s i t s u s e in Grignard a n d s o d i u m a c e t y l i d e reactions.
OXIDATION Maleic acid CHLORINATION Chlorofurans NITRATION Nitrofuran ACYLATION Alkyl and Aryl 2-Furyl Ketones ACETALIZATION 2,5-Dialkoxy-2,5-Dihydrofurans D I E L S - A L D E R D I E N E SYNTHESIS 3, 6-Endoxytetrahydroplathalic Anhydride PHYSICAL PROPERTIES:
PHYSICAL PROPERTIES:
PHYSICAL PROPERTIES:
Appearance Colorless liquid Odor Mild, pleasant Molecular Weight 68.07 Boiling Point at 760 mm .31.3°C. Specific Gravity, 20/4 0.937 Solubility Insoluble in water. Miscible with most common organic solvents.
Appearance
Appearance
Odor Mild, pleasant Molecular Weight 127.02 Boiling Pointât 760 mm 155°C. Specific Gravity, 20/4 1.141 Solubility Insoluble in water. Soluble in most common organic solvents.
Odor Molecular Weight Freezing Point Boiling Range Solubility
NOW AVAILABLE IN TANK CAR QUANTITIES
NOW AVAILABLE IN TANK CAR QUANTITIES
N O W AVAILABLE IN TANK CAR QUANTITIES
Colorless, mobile liquid
MAIL
DU POMT
INTERMEDIATES
iffPUB «te. u.s. pxT.orr
BETTER
THINGS
V O L U M E
3 2,
FOR BETTER L I V I N G . . . THROUGH CHEMISTRY
NO.
26
» » » » JUNE
COUPON
FOR M O R E
Colorless, mobile liquid Ether-like 72.10 -108.52°C. 65-67°C. Miscible with water and most common organic solvents.
INFORMATION
* E. I. du Pont de Nemours & Co. (Inc.) CEN 628 Electrochemicals Dept., Wilmington 98, Delaware Please send me more information on the 3 new D u Pont intermediates for possible use as indicated. FURAN—For use i n
1,4-DCB—For use in THF—For use in Name Firm Address City 2 8,
. State. 1954
2591
