67101-91-1

Basic information

• Product Name: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-
• CAS NO: 67101-91-1
• Molecular Formula: C15H16O6
• Molecular Weight: 292.288
• Mol File: 67101-91-1.mol

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-(67101-91-1)
• EPA Substance Registry System: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-(67101-91-1)

Safety Data

• Hazardous Substances Data: 67101-91-1(Hazardous Substances Data)

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 889964-13-0 4-(3,4-dimethoxyphenyl)-3,4-dihydrobenzo[g]chromene-2,5,10-trione 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Relevant articles and documents

Enantioselective Ammonium Ylide Mediated One-Pot Synthesis of Highly Substituted γ-Butyrolactones

An ammonium ylide mediated access towards trans-β,γ-disubstituted, all-trans-α,β,γ-trisubstituted, and α,α,β,γ-tetrasubstituted γ-butyrolactones bearing a broad variety of functionalities was developed. Starting from widely accessible benzylidene Meldrum's acid derivatives and α-bromo carbonyl compounds, γ-butyrolactones were obtained in yields between 32–99% with up to excellent diastereoselectivities (>95:5) via a DABCO-mediated [2+1] annulation. Utilization of enantiomerically pure cinchona alkaloid derivatives enables the first asymmetric ammonium ylide mediated method to provide (3R,?4R)-β,γ-disubstituted and (2R,?3R,?4R)-α,β,γ-trisubstituted γ-butyrolactones in moderate to good yields with up to very good enantiomeric ratios (97:3). The scalability of the transformation was proven while determining the absolute configuration. (Figure presented.).

A transition metal free expedient approach for the C[dbnd]C bond cleavage of arylidene Meldrum's acid and malononitrile derivatives

A transition metal free expedient approach for the C[dbnd]C bond cleavage of electron deficient alkenes such as arylidene Meldrum's acid and malononitrile derivatives are discussed. The C[dbnd]C bond of these compound were cleaved to benzoic acid in good yield at high temperature. Most importantly, with oxone in CH3CN/H2O at 45 °C or m-CPBA in DCM or NaClO2 in THF/H2O or PIDA in THF at room temperature furnished benzaldehyde derivatives selectively in excellent yields.

Synthesis of a new urea derivative: A dual-functional organocatalyst for Knoevenagel condensation in water

A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed.

A practical and convenient protocol for the synthesis of (E)-α,β-unsaturated acids

α,β-Unsaturated acids are very useful and versatile reagents in organic synthesis. A novel, practical, and convenient catalytic protocol comprising FeCl3·6H2O (0.5 mol %) and H 2O (1 equiv) in CH3NO2 is described for the rapid synthesis of α,β-unsaturated acids with high E-stereoselectivity under both microwave and conventional heating conditions with high TON and TOF values. This powerful approach efficiently demonstrated the utility of biomass derived aldehydes to build chemical agents used as fuel additives. The method proved to be scalable to gram scale synthesis.

Nickel nanoparticles catalyzed chemoselective Knoevenagel condensation of Meldrum's acid and tandem enol lactonizations via cascade cyclization sequence

A novel protocol has been reported wherein, polyethylene glycol (PEG) stabilized nickel nanoparticles have been used as catalyst for chemoselective Knoevenagel condensation of aromatic aldehydes and Meldrum's acid to give 5-arylidene Meldrum's acid which underwent tandem enol lactonization by Michael addition/cyclization sequence with active methylene compounds in the presence of Ni nanoparticles to give corresponding enol lactone derivatives.

A novel light induced Knoevenagel condensation of Meldrum's acid with aromatic aldehydes in aqueous ethanol

A highly efficient environment-friendly photochemical methodology has been developed for the condensation of Meldrum's acid with aromatic aldehydes in water-ethanol solution sans any catalyst, support or promoter.

Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents

A series of arylidene analogues of Meldrum's acid were synthesized and evaluated for in vitro antimalarial and antioxidant activities for the first time. The influence of various physico-chemical parameters such as dielectric constant (), donor number (DN

Lewis base-promoted hydrosilylation of cyclic malonates: Synthesis of β-substituted aldehydes and γ-substituted amines

The Lewis base-promoted hydrosilylation of cyclic malonates provides a convenient synthesis of β-substituted aldehydes. No over-reduction to the primary alcohol is observed as the aldehyde functionality is protected until a subsequent hydrolysis step. The

A general and practical preparation of alkylidene Meldrum's acids

Although many methods have been reported for the Knoevenagel condensation of aldehydes and Meldrum's acid, most are not general or use unconventional reagents and conditions. We have found that alkylidene Meldrum's acids form readily in benzene solution u