1971-55-7

Basic information

• Product Name: benzyltartronic acid
• Synonyms: benzyltartronic acid
• CAS NO: 1971-55-7
• Molecular Weight: 210.186
• Mol File: 1971-55-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyltartronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: benzyltartronic acid(1971-55-7)
• EPA Substance Registry System: benzyltartronic acid(1971-55-7)

Safety Data

• Hazardous Substances Data: 1971-55-7(Hazardous Substances Data)

Upstream product

• 73981-15-4 1,3-diethyl 2-(benzoyloxy)malonate 
• 100-44-7 benzyl chloride 
• 49769-78-0 2-benzyl-malonic acid dimethyl ester 
• 81288-75-7 2-benzyl-2-chloromalonic acid diethyl ester 
• 7664-93-9 sulfuric acid 
• 22458-24-8 2-benzyl-N-carbamoyl-2-hydroxy-malonamic acid 
• 74144-45-9 benzyl-bromo-malonic acid 
• 7664-41-7 ammonia 
• 29653-27-8 methyl α-bromo-α-benzylmalonate 

Downstream Products

• 828-01-3 phenyllactic acid 

Relevant articles and documents

225. Nucleofilic 1,2-Shifts of Carboxamide Groups in the Benzil-Benzilic Acid Type Rearrangement of 4-Aryl-2,3-dioxobutyramides and of Quinisantine

4-Aryl-2,3-dioxobutyramide hydrates 1 undergo the benzyl-benzilic acid rearrangemet to form (substituted) benzyltartronate monoamides 2.For compound 1a (Ar = Ph), it is demonstrated by isotopic labeeling that the reaction occurs exclusively by migration of the CONH2 group.Kinetic measurements with 1a-c and with the cyclic amide quinisatine 6 show that the rearrangement of the carboxamide group procceding via an alkali-catalysed step, can reach a plateau in the kobs/-> diagram (cf. the Fig.), due to complet formation of a mono-anion, and a further increase of the rate attributable to the rearrangement of a bis-anion.Comparison suggest that rearrangement involving an amide group are slower than those involving an ester group, and for this effect (as for others), the pre-equilibrium deprotonated of the hydrate is more important than a specific migration tendency.