From SHELL CHEMICAL in t r i a l - l o t quantities
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CH2
; PROPERTIES Molecular W< Specific Grav ity 2 0 / 4 ° C 0.8389 Melting Poin 86.9°C. Boiling Poinl Flash Point,! Colorless . Soluble in alcohol and ether
REACTIONS
1
O F THE C A R B O N Y L
Reactant
Conditions of Reaction
KCN
Glacial acetic acid in ether solution
Malonic acid
Pyridine solution
GROUP
In presence of acid
Grignard solution
HCI (dry)
Low temperature
R E A C T I O N S O F THE
1 1 I 1
CH 2 =CH—CH^CH—COOH "2,4—pentadienoic acid
1 1
o—c—CH3 CH 2 =CH—CH ι O—C—CH3 acrolein
C 2 H s MgBr
1
CH 2 =CH—CH—CN acrolein cyanohydrin
1
Acetic anhydride
ρ ρ
|
Products of Reaction OH
0 1 1
1
0 diacetate
1 1 1 ι 1 I 1
OH j CH2=CH—CH—C2H5 1 —penten—3—01
1 1 I 1
CI—CH2—CH2—CHO β— chloropropionaldehyde
I j
DOUBLE B O N D
CV* ΟΛ A VERSATILE, EXTREMES REAaiVE INTERMEDIATE
• Acrolein, a highly reactive unsaturated aldehyde, offers a n a l m o s t u n l i m i t e d v a r i e t y of r e a c t i o n possibilities. C h a r a c t e r i z e d b y t w o f u n c t i o n a l conjugated groups, Acrolein has significant new-product p o t e n tialities. T h e olefinic bond and t h e carbonyl g r o u p may react independently, simultaneously, or suc cessively. S o m e of t h e p r o d u c t s of t h e m a n y possible Acrolein reactions are listed here. If you are working with a n y of these intermediates, we suggest that you j investigate t h e feasibility and economics o f t h e Acrolein route. We will b e glad t o discuss a n y ! possible use of Acrolein in your processes.
SHELL CHEMICAL CORPORATION
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Furan
Presence of SO2 a n d
2—furanpropionaldehyde a n d 2,5—furandipropionaldehyde
1 1
EASTERN DIVISION 500 Fifth Avenue, New York 18
1 1
Cyclopentadiene
Elevated temperatures
2,5—endomethylene— 1,2,5,6tetrahydrobenzaldehyde
j 1
1
RSH
-
R—S— C H 2 — C H 2 — C H O β—alkylthiopropionaldehyde
1 1
WESTERN DIVISION 10O Bush Street, San Francisco 6
1
Phenol
In presence of acid or dilute alkali
aldehyde type resins
1
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LOS ANGELES HOUSTON ST. LOUIS CHICAGO
CLEVELAND BOSTON DETROIT NEWARK
