857303-87-8

Basic information

• Product Name: (5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID
• Synonyms: ACETIC ACID, DICHLORO-, COMPD WITH (5R)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-IMIDAZOLIDINONE (1:1);(5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID;(5R)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID;MACMILLAN ORGANOCATALYST(TM) R218-DCA;(5R)-(+)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid 97%
• CAS NO: 857303-87-8
• Molecular Formula: C15H20Cl2N2O3
• Molecular Weight: 347.24
• Mol File: 857303-87-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 122-126 °C
• Appearance: /
• CAS DataBase Reference: (5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID(857303-87-8)
• EPA Substance Registry System: (5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID(857303-87-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 857303-87-8(Hazardous Substances Data)

Usage

Description

(5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID, also known as Macmillan imidazolidinone organocatalyst, is a chiral small molecule that exhibits unique catalytic properties. It is characterized by its 5R configuration and the presence of a dichloroacetic acid group, which contributes to its reactivity and selectivity in various chemical reactions. This organocatalyst has gained significant attention in the field of asymmetric catalysis due to its ability to facilitate enantioselective transformations.

Uses

Used in Enantioselective Organocatalytic α-Fluorination:
(5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID is used as a Macmillan imidazolidinone organocatalyst for the enantioselective α-fluorination of aldehydes and cyclic ketones. This application is particularly relevant in the synthesis of chiral fluorinated compounds, which are valuable in pharmaceutical chemistry and materials science due to their unique properties and potential biological activities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID is utilized as a key component in the development of enantioselective synthetic routes to produce chiral fluorinated drugs. The ability of this organocatalyst to selectively generate enantiomerically pure products can significantly improve the efficiency and selectivity of drug synthesis processes, leading to more effective and safer medications.
Used in Materials Science:
(5R)-(+)-2,2,3-TRIMETHYL-5-BENZYL-4-IMIDAZOLIDINONE DICHLOROACETIC ACID also finds applications in materials science, where chiral fluorinated compounds are sought after for their unique physical and chemical properties. These properties can be harnessed in the development of advanced materials with potential applications in various fields, such as electronics, sensors, and energy storage.