(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid
(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid (CAS: 345358-20-5) is a chiral organocatalyst with the molecular formula C15H20Cl2N2O3 and a molecular weight of 347.24 g/mol. This compound is an essential reagent in asymmetric synthesis, particularly noted for its use in the enantioselective alpha-fluorination of aldehydes. It functions as a highly effective MacMillan imidazolidinone organocatalyst, enabling precise stereochemical control in organic transformations.
- IUPAC
- (5S)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone dichloroacetic acid
- Synonyms
- 345358-20-5C15H20Cl2N2O3(5S)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone dichloroacetic acid
Asymmetric Synthesis
This imidazolidinone derivative serves as a key chiral catalyst in asymmetric synthesis. It facilitates enantioselective reactions, allowing for the formation of specific stereoisomers.
Organocatalytic Fluorination
It is particularly recognised for its role in the enantioselective alpha-fluorination of aldehydes, a crucial step in the synthesis of fluorinated organic molecules. This application highlights its utility in advanced synthetic methodologies.
Chiral Reagent
As a chiral catalyst and reagent, it is valuable for introducing stereochemical complexity in organic molecules. Its structure supports the induction of asymmetry during chemical reactions.
| Molecular weight | 347.24 |
|---|---|
| Empirical formula | C15H20Cl2N2O3 |
| Assay | 97% |
| Application | Utilized in the first example of organocatalytic enantioselective α-fluorination of aldehydes.1 |
| Melting point | 122-126 °C |
Hazard statements
- H315Causes skin irritation
- H318Causes serious eye damage
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 37/38-41 |
| Safety statements (S) | 26-39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid used for?
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(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid is primarily used as a chiral organocatalyst in asymmetric synthesis, notably for the enantioselective alpha-fluorination of aldehydes.
What is the CAS number and molecular formula?
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The CAS number is 345358-20-5 and the molecular formula is C15H20Cl2N2O3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 97%. This product is intended for research and chemical synthesis purposes and is not represented as USP, BP, or EP grade.
What are the main safety hazards associated with this chemical?
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This compound is classified with Danger as a signal word. It causes skin irritation (H315), serious eye damage (H318), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields and gloves, is essential for safe handling.
Is this chemical available for export?
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Yes, Tech Serve Solutions specialises in supplying and exporting fine chemicals globally.
How can I request a sample or quote?
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To request a sample or a quotation, please contact our sales team through the website or via the provided contact information.
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