14402-00-7

Basic information

• Product Name: 3,5-dinitro-1-(1-phenylethyl)cyclohexa-2,4-diene-1-carboxamide
• CAS NO: 14402-00-7
• Molecular Formula: C₁₅H₁₃N₃O₅
• Molecular Weight: 317.3
• Mol File: 14402-00-7.mol

Chemical Properties

• Boiling Point: 542.8°C at 760 mmHg
• Flash Point: 282.1°C
• Density: 1.37g/cm³
• Vapor Pressure: 7.63E-12mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 3,5-dinitro-1-(1-phenylethyl)cyclohexa-2,4-diene-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dinitro-1-(1-phenylethyl)cyclohexa-2,4-diene-1-carboxamide(14402-00-7)
• EPA Substance Registry System: 3,5-dinitro-1-(1-phenylethyl)cyclohexa-2,4-diene-1-carboxamide(14402-00-7)

Safety Data

• Hazardous Substances Data: 14402-00-7(Hazardous Substances Data)

Upstream product

• 618-36-0 rac-methylbenzylamine 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 2627-86-3 (-)-α-methylbenzylamine 

Downstream Products

• 69632-31-1 (S)-N-(3,5-dinitrobenzoyl)-1-phenylethylamine 
• 69632-32-2 (R)-(-)-N-(3,5-Dinitrobenzoyl)-α-phenylethylamine 

Relevant articles and documents

Di- and tri-1-(1-naphthyl)ethylamino-substituted 1,3,5-triazine derivatives: A new class of versatile chiral auxiliaries for NMR spectroscopy

2-Chloro-4,6-bis[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine, 2,4,6- tris[(R)-1-(1-naphthyl)ethylamino]-1,3,5-triazine, and 2,4-bis[(R)-1-(1- naphthyl)ethylamine]-6-[(S)-1-(1-naphthyl)ethylamino]-1,3,5-triazine have been synthesized, and their efficiency and versatility as chiral solvating agents for the determination by NMR of the enantiomeric composition of derivatized or underivatized chiral compounds have been demonstrated.

Thiourea Derivative of 2-[(1 R)-1-Aminoethyl]phenol: A Flexible Pocket-like Chiral Solvating Agent (CSA) for the Enantiodifferentiation of Amino Acid Derivatives by NMR Spectroscopy

Thiourea derivatives of 2-[(1R)-1-aminoethyl]phenol, (1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol, (1R,2R)-(1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol, and (R)-1-phenylethanamine have been compared as chiral solvating agents (CSAs) for the enantiodiscrimination of derivatized amino acids using nuclear magnetic resonance (NMR) spectroscopy. Thiourea derivative, prepared by reacting 2-[(1R)-1-aminoethyl]phenol with benzoyl isothiocyanate, constitutes an effective CSA for the enantiodiscrimination of N-3,5-dinitrobenzoyl (DNB) derivatives of amino acids with free or derivatized carboxyl functions. A base additive 1,4-diazabicyclo[2.2.2]octane(DABCO)/N,N-dimethylpyridin-4-amine (DMAP)/NBu4OH) is required both to solubilize amino acid derivatives with free carboxyl groups in CDCl3 and to mediate their interaction with the chiral auxiliary to attain efficient differentiation of the NMR signals of enantiomeric substrates. For ternary systems CSA/substrate/DABCO, the chiral discrimination mechanism has been ascertained through the NMR determination of complexation stoichiometry, association constants, and stereochemical features of the diastereomeric solvates.

Chiral mono- And dicarbamates derived from ethyl (: S)-lactate: convenient chiral solvating agents for the direct and efficient enantiodiscrimination of amino acid derivatives by 1H NMR spectroscopy

New chiral solvating agents (CSAs) for NMR spectroscopy have been obtained from ethyl (S)-lactate, a very cheap commercially available product. By a sequence of simple chemical modifications of its functional groups, monocarbamoylated and dicarbamoylated

3,5-DINITROBENZAMIDES AS CHIRAL ELECTRON ACCEPTORS

The synthesis of new readily obtainable electron acceptors of the amide type labeled with optically active α-phenylethylamine was realized.Their spectral and chiral-optical characteristics were studied.It was established that they can be used as chiral electron acceptors for the preparative resolution of compounds through diastereomeric charge-transfer complexes.A valuable characteristic of the synthesized electron acceptors is their strong attachment to the support under the conditions of resolution.