• 159717-69-8 (R)-(+)-NBD-Pro-COCl [=(R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] - AMI Scientific
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TCI

CAS 159717-69-8

(R)-(+)-NBD-Pro-COCl [=(R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5566

(R)-(+)-NBD-Pro-COCl [=(R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5566

Chemical Identity

CAS No.
159717-69-8
PubChem
CID 44630075·SID 87563183
Formula
C11H9ClN4O4
Molecular weight
296.66 g/mol
Purity
>98.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2R)-1-(4-nitro-2,1,3-benzoxadiazol-7-yl)pyrrolidine-2-carbonyl chloride
SMILES
C1C[C@@H](N(C1)C2=CC=C(C3=NON=C23)[N+](=O)[O-])C(=O)Cl
InChIKey
XBQYXPYABMCADZ-MRVPVSSYSA-N
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(R)-(+)-NBD-Pro-COCl is a specialized chemical reagent used in the qualitative and quantitative analysis of optically active compounds. It serves as a labeling agent for the detection of enantiomers in enantiomeric excess (e.e.) analysis, particularly in high-performance liquid chromatography (HPLC) techniques. This reagent is essential in analytical chemistry laboratories for identifying and quantifying chiral compounds, which are often found in pharmaceutical and organic chemistry research. Its ability to react with optically active substances and form detectable complexes makes it a valuable tool for chiral analysis.

The reagent's high affinity for target compounds and its stable chemical properties make it a preferred choice for derivatization processes. Its reactivity ensures efficient labeling of enantiomers, enabling clear separation and detection in chromatographic systems. Additionally, its consistent performance and reliability contribute to accurate and reproducible analytical results. These characteristics make it a trusted reagent in laboratories where precision and accuracy are critical.

In Indonesian laboratories, this reagent is commonly used in pharmacological research, organic chemistry studies, and drug analysis. Its relevance extends to projects requiring an understanding of enantiomeric activity, such as in drug development and chemical industry applications. The reagent's role in enabling precise enantiomeric analysis supports scientific advancements in various fields.

Advantages (TCI brochure)

  • Reacts with optically active alcohols or amines to form esters or amides
  • Esters and amides stable under reversed and normal phase HPLC
  • Separates enantiomers of alcohols and amines; laser induced fluorescence detection possible

TCI brochures (PDF)

Related TCI products

  • Enantiomer Detection in HPLC: This reagent is ideal for identifying and quantifying enantiomers due to its ability to form detectable complexes, enhancing resolution in chiral analysis.
  • Pharmaceutical Research: It supports the analysis of chiral drugs, ensuring accurate determination of enantiomeric purity in drug development processes.
  • Organic Chemistry Studies: It aids in the study of optically active compounds, facilitating the investigation of stereochemistry and reaction mechanisms.
  • Drug Analysis: It is used to assess the enantiomeric composition of pharmaceutical compounds, ensuring compliance with quality and safety standards.
  • Chemical Industry Applications: It enables the analysis of chiral intermediates and products, supporting the development of efficient and safe chemical processes.

From the TCI brochure

  • Optical purity determination of secondary alcohols (hexan-2-ol, heptan-2-ol)
  • Optical purity determination of amines (1-phenylethylamine)

Brand TCI
CAS number 159717-69-8
Molecular formula —
Purity —
Category Analytical Chemistry > Analytical Reagents > Derivatization Reagents
Pack sizes —
Physical form —
Storage Store in a cool, dry place away from light

Data from the TCI brochure

Excitation wavelength470 nm (Fluorescence detection)
Emission wavelength540 nm (Fluorescence detection)
Separation factor alpha1.2 (2-hexanol); 1.37 (1-phenylethylamine) (Diastereomer separation by HPLC)
Reaction40 mM reagent, 1 mM alcohol or amine, 2% pyridine (Dry benzene, 80 C 1-2 h (50 C 1 h for amine))
Mobile phasen-Hexane / AcOEt = 80 / 20 (alcohols); n-Hexane / AcOEt = 55 / 45 (amine) (Kaseisorb LC 60-5, 40 C, 1 mL/min)

Source: TCI brochure A1096 (2026-03-10)

This reagent should be stored in a cool, dry place away from direct light to maintain its stability and effectiveness. It is recommended to use airtight containers to prevent moisture absorption and contamination. Due to its chemical nature, it should be handled with appropriate personal protective equipment, such as gloves and safety goggles, to ensure laboratory safety. Avoid exposure to incompatible substances and ensure proper ventilation in the workspace. Regular monitoring of storage conditions is advised to maintain the reagent's integrity and performance. Proper storage ensures consistent results and prolongs the reagent's shelf life in analytical applications.

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