Description

N-(3,5-Dinitrobenzoyl)-DL-proline (CAS No. 143492-62-0) is a high-purity chiral derivatizing agent with the molecular formula C₁₂H₁₁N₃O₇. This compound, also known as 1-(3,5-dinitrobenzoyl)pyrrolidine-2-carboxylic acid, is widely utilized in enantiomeric resolution and analytical chemistry applications. Its structure features a proline backbone coupled with a 3,5-dinitrobenzoyl group, making it an effective reagent for the separation of racemic mixtures via HPLC, NMR, or other chromatographic techniques. Ideal for researchers in pharmaceutical development, asymmetric synthesis, and stereochemistry studies, this product is rigorously tested for purity and consistency. Available in various quantities with detailed analytical certificates (CoA) to ensure reproducibility in sensitive experiments.

Properties

• CAS Number: 143492-62-0
• Complexity: 476
• IUPAC Name: 1-(3,5-dinitrobenzoyl)pyrrolidine-2-carboxylic acid
• InChI: InChI=1S/C12H11N3O7/c16-11(13-3-1-2-10(13)12(17)18)7-4-8(14(19)20)6-9(5-7)15(21)22/h4-6,10H,1-3H2,(H,17,18)
• InChI Key: ILUIVNFRFIAWLJ-UHFFFAOYSA-N
• Exact Mass: 309.05969970
• Molecular Formula: C12H11N3O7
• Molecular Weight: 309.23
• SMILES: C1CC(N(C1)C(=O)C2=CC(=CC(=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Topological: 149
• Monoisotopic Mass: 309.05969970
• Synonyms: N-(3,5-Dinitrobenzoyl)-DL-proline, 143492-62-0, 1-(3,5-dinitrobenzoyl)pyrrolidine-2-carboxylic acid, AG-205/07885013, SCHEMBL735841, 1-{3,5-bisnitrobenzoyl}proline, DTXSID20383206

Application

N-(3,5-Dinitrobenzoyl)-DL-proline is primarily employed as a chiral derivatizing agent for the resolution of enantiomers in analytical chemistry. It is commonly used in HPLC and NMR to enhance the separation and identification of racemic compounds, particularly in pharmaceutical research. This reagent is also valuable in studying stereoselective reactions and asymmetric synthesis methodologies. Its stability and reactivity make it a preferred choice for derivatizing amines, alcohols, and other functional groups in complex molecular systems.

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