100981-11-1

Basic information

• Product Name: 5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• Synonyms: 5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS NO: 100981-11-1
• Molecular Formula: C9H12N2O4
• Molecular Weight: 212.20258
• Mol File: 100981-11-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(100981-11-1)
• EPA Substance Registry System: 5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione(100981-11-1)

Safety Data

• Hazardous Substances Data: 100981-11-1(Hazardous Substances Data)

Upstream product

• 100981-05-3 5-[bis(methylthio)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 107-15-3 ethylenediamine 
• 200711-28-0 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxanee-4,6-dione 

Relevant articles and documents

Twisting and planarization in push-pull ethylenes

As determined by X-ray crystallography, Meldrum's acid derivatives 8-19 feature dihedral angles around the central C=C double bonds between 3 and 83°. Hydrogen bonds between substituents RHN and the carbonyl groups favour near-planarity. Sterically demanding substituents favour large dihedral angles and zwitterionic structures as in formula 20. AM1 calculations of the structures are in excellent agreement with the experimental X-ray data, provided a dielectric field is incorporated (ε = 40). This can be ascribed to the highly polar (zwitterionic) nature of the molecules. It is further predicted that all these molecules, including those that are stabilised in a planar form by intramolecular hydrogen bonds, undergo rapid rotation about the central C=C bonds at room temperature. DFT calculations incorporating a dielectric field model (PCM) are in excellent agreement with the near-perpendicular arrangement of the alkene moiety in 19.

Reactions of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione with primary and secondary alkylamines

The reactions of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione with primary allcylamines (2 equiv.) in CH2Cl2 at rt gave 5-[(alkylamino)(cyano)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-diones (2) in exc

Synthesis of Isopropylidene Malonate Substituted Heterocyclic Ketene N-Acetals

Isopropylidene malonate substituted heterocyclic ketene N,N-acetals 2a-g, N,S-acetals 2h,i and N,O-acetals 2j-l were synthesized from ketene S,S-acetal 1.

Antisecretory agents derived from meldrum's acid

Disclosed herein are antisecretory agents represented by the formula STR1 wherein R1 is hydrogen and R2 is lower alkylthio, (2-thienylmethyl)thio or SCH2 -- COOR5 wherein R5 is hydrogen or lower alkyl, or R1 and R2 are independently a lower alkylthio or (2-thienylmethyl)thio, or R1 and R2 together with the carbon atom to which they are attached form a 2-imidazolidinylidene; and R3 and R4 are each the same lower alkyl, or R3 and R4 together with the carbon atoms to which they are attached form a cyclohexane wherein said carbon atom is a spiro atom in common with the cyclohexane ring and the adjoining dioxane ring.