Description

(R)-(-)-N-(3,5-Dinitrobenzoyl)-alpha-phenylglycine (CAS No. 74958-71-7) is a high-purity chiral derivatizing agent widely used in analytical chemistry and pharmaceutical research. With the molecular formula C₁₅H₁₁N₃O₇, this compound features a phenylglycine backbone coupled with a 3,5-dinitrobenzoyl group, enabling exceptional enantiomeric resolution in chromatographic applications. Its IUPAC name, 2-[(3,5-dinitrobenzoyl)amino]-2-phenylacetic acid, reflects its precise structural configuration. This reagent is particularly valued for its role in HPLC and NMR analyses, where it facilitates the separation and identification of chiral compounds. Packaged under rigorous quality control, our product guarantees ≥98% purity (HPLC), ensuring reliable performance in sensitive research environments. Store in a cool, dry place protected from light to maintain stability.

Properties

• CAS Number: 74958-71-7
• Complexity: 514
• IUPAC Name: 2-[(3,5-dinitrobenzoyl)amino]-2-phenyl-acetic acid
• InChI: InChI=1S/C15H11N3O7/c19-14(16-13(15(20)21)9-4-2-1-3-5-9)10-6-11(17(22)23)8-12(7-10)18(24)25/h1-8,13H,(H,16,19)(H,20,21)
• InChI Key: MIVUDAUOXJDARR-UHFFFAOYSA-N
• Exact Mass: 345.05969970
• Molecular Formula: C15H11N3O7
• Molecular Weight: 345.26
• SMILES: C1=CC=C(C=C1)C(C(=O)O)NC(=O)C2=CC(=CC(=C2)[N+](=O)[O-])[N+](=O)[O-]
• Topological: 158
• Monoisotopic Mass: 345.05969970
• Synonyms: 74958-71-7, 2-[(3,5-dinitrobenzoyl)amino]-2-phenylacetic acid, (R)-(-)-N-(3,5-Dinitrobenzoyl)-alpha-phenylglycine, 2-[(3,5-Dinitrobenzoyl)amino]-2-phenyl-acetic acid, N-(3,5-Dinitrobenzoyl)-DL-alpha-phenylglycine, (R)-(-)-n-(3,5-dinitrobenzoyl)-a-phenylglycine, MFCD00010134, MFCD00064470, N-3-5-DINITROBENZOYL-DL-PHENYLGLYCINE, Oprea1_280660, SCHEMBL1285702, 3,5-dinitrobenzoyl phenylglycine, DTXSID90345795, MIVUDAUOXJDARR-UHFFFAOYSA-N, LS-14370, SY077222, SY284728, (3,5-Dinitrobenzamido)(phenyl)acetic acid, DB-018069, DB-057224, CS-0185066, Glycine, N-(3,5-dinitrobenzoyl)-2-phenyl-, R-(-)-N-(3,5-Dinitrobenzoyl)phenylglycine, EN300-297254, N-(3,5-dinitrobenzoyl)-L-alpha-phenyl-glycine, [(3,5-Dinitrobenzoyl)amino](phenyl)acetic acid #, (R)-(-)-N-(3,5-Dinitrobenzoyl)-?-phenylglycine, (2r)-[(3,5-dinitrobenzoyl)amino](phenyl)acetic acid, 2-[(3,5-dinitrophenyl)formamido]-2-phenylacetic acid, N-(3,5-Dinitrobenzoyl)-D-alpha-phenylglycine;R-(?)-N-(3,5-Dinitrobenzoyl)phenylglycine, InChI=1/C15H11N3O7/c19-14(16-13(15(20)21)9-4-2-1-3-5-9)10-6-11(17(22)23)8-12(7-10)18(24)25/h1-8,13H,(H,16,19)(H,20,21

Application

(R)-(-)-N-(3,5-Dinitrobenzoyl)-alpha-phenylglycine is primarily employed as a chiral derivatizing agent for the resolution of racemic mixtures via HPLC. It is instrumental in stereochemical analysis, enabling the determination of enantiomeric excess (ee) in asymmetric synthesis. Researchers also utilize it to prepare diastereomeric derivatives for NMR-based chiral discrimination. Its applications extend to pharmaceutical quality control and the development of enantioselective catalysts.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.