64516-48-9

Basic information

• Product Name: 2-Propenal, 3-hydroxy-, (E)-
• CAS NO: 64516-48-9
• Molecular Formula: C3H4O2
• Molecular Weight: 72.0636
• Mol File: 64516-48-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Propenal, 3-hydroxy-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 3-hydroxy-, (E)-(64516-48-9)
• EPA Substance Registry System: 2-Propenal, 3-hydroxy-, (E)-(64516-48-9)

Safety Data

• Hazardous Substances Data: 64516-48-9(Hazardous Substances Data)

Upstream product

• 78486-48-3 β-(N-benzoyl-p-toluidino)-acrolein 
• 83250-96-8 (E)-3-(4-Nitro-phenylamino)-propenal 
• 51218-01-0 β-(p-anisidino)acrolein 
• 51217-93-7 β-(p-chloroanilino)acrolein 
• 51217-92-6 β-(p-toluidino)acrolein 
• 34900-06-6 β-anilinoacrolein 

Downstream Products

• 118311-33-4 4-(2-methyl-phenyl)-1,4-dihydropyridine-3,5-dicarboxaldehyde 
• 118311-34-5 4-(2-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxaldehyde 
• 71970-45-1 4-phenyl-1,4-dihydropyridine-3,5-dicarboxaldehyde 
• 4485-91-0 1-(p-methylphenylamino)-3-(p-methylphenylimino)-1-propene 
• 105597-87-3 (3,5-Diformyl-4-phenyl-4H-pyridin-1-yl)-acetic acid methyl ester 

Relevant articles and documents

A Kinetic Study of Hydrolysis of β-Arylaminoacrolein Derivatives

The reversible acid-catalyzed hydrolysis of β-arylaminoacrolein (I) has been studied kinetically.The kinetic runs were carried out in 1percent aqueous ethanol in the presence of hydrochloric acid or acetic acid as well as in acetate buffer solutions at 25 deg C.The Hammett plot for the equilibrium constant K was linear.The value of log K was expressed by the equation log K=1.38?-5.55.The loss of arylamine from the carbinolamine intermediate was rate-determining under strongly acidic conditions, while the rate of attack of water at the β-position of I was comparable to that of loss of arylamine from the intermediate under weakly acidic conditions.The reaction suffered general acid catalysis.The solvent-catalyzed term and catalytic constants for hydronium ion and for acetic acid were evaluated for both steps.General acid catalysis of acetic acid was of minor importance for the attack of water on I.The Hammett plot for the rate of reaction of water and conjugate acid of I was linear.The value of log k1HKBH(+) was expressed by the equation log k1HKBH(+)=0.468?-1.08.The reaction mechanism is discussed.Keywords - kinetic study; acid-catalyzed hydrolysis; catalytic constant; Hammett plot; β-arylaminoacrolein

Hydrolysis of Aryl Derivates of Malonaldehyde Dianil. III

The reaction sequence of hydrolysis of N-acyl derivates of malonaldehyde dianil was examined.Hydrichloric acid-catalysed hydrolysis occured at the imino group to form arylamine and β-(N-acylarylamino)acrolein; the latter compound is not stable in acid solution.In the case of 1-(N-phenylcarbamoyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene, hydrolysis occured at both the imino and the carbamoyl groups.Buffer catalysed hydrolysis occured at the imino group, and the resulting β-(N-acylarylamino)acrolein and arylamine reacted to form β-arylaminoacrolein and N-arylamine.The aminolysis reaction was suppressed in hydrochloric acid-catalysed hydrolysis.Alkaline hydrolysis of N-acyl derivates of malonaldehyde dianil and of β-arylaminoacrolein occured at the amide carbonyl group except in the case of 1-(N-tosyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene.N-tosyl-p-toluidine was obtained in this case.Keywords--hydrolysis; malonaldehyde dianil; β-arylaminoacrolein; 1-(N-acylarylamino)-3-arylamino-1-propene; β-(N-acylarylamino)acrolein; 1-(N-tosyl-p-methylphenyilamino)-3-(p-methylphenylimino)-1-propene; 1-(N-tosyl-p-methylphenylamino)-3-(p-methylphenyilimino-1-butene; β-(N-tosyl-p-toluidino)acrolein; 4-(N-tosyl-p-toluidino)-3-buten-2-one