28868-76-0 Usage
Description
Dimethyl chloromalonate, also known as dimethyl 2-chloromalonate, is a dialkyl 2-substituted malonate with significant synthetic utility in various chemical reactions. It is characterized by its reactivity with carbanions and its ability to participate in vicarious nucleophilic substitution or oxidative nucleophilic substitution of hydrogen processes.
Uses
Used in Pharmaceutical Industry:
Dimethyl chloromalonate is used as a synthetic intermediate for the production of 4,5,6-trichloropyrimidine, which is an important compound in the development of pharmaceuticals, particularly those with antiviral and anticancer properties.
Used in Chemical Synthesis:
Dimethyl chloromalonate is used as a key building block in the stereoselective synthesis of highly functionalized nitrocyclopropanes. These compounds are valuable in the creation of complex organic molecules and have potential applications in various chemical and pharmaceutical industries.
Used in Organic Chemistry:
In the field of organic chemistry, dimethyl chloromalonate is utilized in the one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes. This process demonstrates the versatility of dimethyl chloromalonate in forming complex molecular structures with potential applications in materials science and pharmaceuticals.
Used in Synthesis of 2-Oxido-Benzo[b]furan Derivatives:
Dimethyl chloromalonate is used as a reactant in the synthesis of 2-oxido-benzo[b]furan derivatives through its reaction with hydroquinone and monosubstituted hydroquinones. These derivatives may have potential applications in various industrial and chemical processes.
Check Digit Verification of cas no
The CAS Registry Mumber 28868-76-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,8,6 and 8 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 28868-76:
(7*2)+(6*8)+(5*8)+(4*6)+(3*8)+(2*7)+(1*6)=170
170 % 10 = 0
So 28868-76-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H7ClO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
28868-76-0Relevant articles and documents
Ando et al.
, p. 1156 (1970)
Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)
Ranu, Brindaban C.,Adak, Laksmikanta,Banerjee, Subhash
, p. 358 - 362 (2008/02/13)
An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.
