154317-92-7

Basic information

• Product Name: 5-(4-(dimethylamino)phenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
• Synonyms: 5-(4-(dimethylamino)phenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS NO: 154317-92-7
• Molecular Weight: 277.32
• Mol File: 154317-92-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-(4-(dimethylamino)phenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-(dimethylamino)phenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione(154317-92-7)
• EPA Substance Registry System: 5-(4-(dimethylamino)phenylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione(154317-92-7)

Safety Data

• Hazardous Substances Data: 154317-92-7(Hazardous Substances Data)

Upstream product

• 15795-54-7 5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 2033-24-1 cycl-isopropylidene malonate 
• 61958-46-1 5-(4-methoxybenzyl)-2,2-dimethyl[1,3]dioxane-4,6-dione 
• 15795-57-0 5-(4-N,N-dimethylaminobenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 15795-57-0 5-(4-N,N-dimethylaminobenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 129-73-7 bis(4-dimethylaminophenyl)phenylmethane 
• 86875-61-8 4-[(4-methoxyphenyl)(phenyl)methyl]-N,N-dimethylaniline 
• 7511-68-4 tris(4-methoxyphenyl)methane 
• 13865-57-1 4-benzhydryl-N,N-dimethylaniline 

Relevant articles and documents

Di- and triarylmethylium ions as probes for the ambident reactivities of carbanions derived from 5-benzylated Meldrum's acid

The kinetics of the reactions of carbocations with carbanions 1 derived from 5-benzyl-substituted Meldrum's acids 1-H (Meldrum's acid=2,2-dimethyl-1,3- dioxane-4,6-dione) were investigated by UV/Vis spectroscopic methods. Benzhydryl cations Ar2CH+ added exclusively to C-5 of the Meldrum's acid moiety. As the second-order rate constants (kC) of these reactions in DMSO followed the linear free-energy relationship lg k=s N(N+E), the nucleophile-specific reactivity parameters N and s N for the carbanions 1 could be determined. In contrast, trityl cations Ar3C+ reacted differently. While tritylium ions of low electrophilicity (E-2) reacted with 1 through rate-determining β-hydride abstraction, more Lewis acidic tritylium ions initially reacted at the carbonyl oxygen of 1 to form trityl enolates, which subsequently reionized and eventually yielded triarylmethanes and 5-benzylidene Meldrum's acids by hydride transfer.