From SHELL CHEMICAL
PROPERTIES 56.06 Specific Gravitv 2 0 / 4 ° C 0.8389 Melting Point —86.9°C. . . . . . . 597°r Boiling Point Flash Point, Τ ag Open Cup Below 0 ° F . Colorless . Soluble in alcohol and ether
REACTIONS OF THE CARBONYL GROUP Reactant
Conditions of Reaction
KCN
Glacial acetic acid in ether solution
Malonic acid
Pyridine solution
Products of Reaction OH 1
CH 2 CH—CH—CN acrolein cyanohydrin CH 2 - C H —CH—CH—COOH 2,4—pentadienoic acid Ο
11 Acetic anhydride
In presence of acid
O—C—CH3 C H 2 = C H — Cj H
1 O—C—CH3
II
acrolein
0 diacetate OH I
C 2 H 5 MgBr
Grignard solution
CH 2 =CH—CH—CzHs 1 —penten—3—01
H C I (dry)
Low temperature
CI—CH2—CH2—CHO #—chloropropionaldehyde
THE VERSATILE, EXTREMELY REACTIVE INTERMEDIATE Because of its almost unlimited reaction possibilities, Acrolein is being ùsed or is under consideration for a wide variety of producte. At the new, substantially reduced price, Acrolein is now an even more attractive intermediate . . . allowing economical exploration of its use for important new products. Some of the products of the many possible Acrolein reactions are listed here. If you are working witl any of these, we suggest t h a t you investigate the a d vantages and new economies of Acrolein. We will b e glad to discuss the use of Acrolein in your processes.
SHELL CHEMICAL CORPORATION
REACTION S OF THE DOUBLE BOND Furon
Presence of SO2 and high temperature
2—furanpropionaldehyde and 2,5—furandipropionaldehyde
Cyclopentadiene
Elevated temperatures
2,5—endomethylene— 1,2,5,6tetrahydrobenzaldehyde
RSH
Phenol
— In presence of acid or dilute alkali
R—S—CH 2 —CH 2 —CHO /3—alkylthiopropionaldehyde aldehyde type resins
EASTERN DIVISION 5 0 0 Fifth Avenue, N e w York 18 WESTERN DIVISION 100 Bush Street, San Francisco 6 LOS ANGELES HOUSTON ST. LOUIS CHICAGO
CLEVELAND BOSTON DETROIT NEWARK