• 159717-68-7 (S)-(-)-NBD-Pro-COCl [=(S)-(-)-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 159717-68-7

(S)-(-)-NBD-Pro-COCl [=(S)-(-)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5567

(S)-(-)-NBD-Pro-COCl [=(S)-(-)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5567

Chemical Identity

CAS No.
159717-68-7
PubChem
CID 44630076·SID 87563184
Formula
C11H9ClN4O4
Molecular weight
296.66 g/mol
Purity
>95.0%(HPLC)(qN
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2S)-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-QMMMGPOBSA-N
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(S)-(-)-NBD-Pro-COCl is a specialized chemical reagent used in analytical chemistry for the determination of enantiomeric excess (e.e.) in optically active compounds. This reagent plays a crucial role in laboratory settings where precise analysis of chiral substances is required. It is widely utilized in high-performance liquid chromatography (HPLC) labeling processes, enabling researchers to identify and quantify enantiomers with high accuracy. Its application is essential in both qualitative and quantitative analysis, particularly in fields such as pharmaceutical research and organic chemistry.

The key properties that make (S)-(-)-NBD-Pro-COCl a preferred choice include its high specificity for optically active compounds and its chemical stability under controlled conditions. It exhibits strong reactivity with a wide range of organic compounds, making it versatile for various analytical tasks. Additionally, its ability to produce distinct and measurable responses in HPLC systems enhances the reliability of results. These characteristics ensure that it remains a valuable tool in modern analytical laboratories.

In Indonesian laboratories, (S)-(-)-NBD-Pro-COCl is commonly used in scientific research across disciplines such as pharmacy, organic chemistry, and biochemistry. It supports studies on compounds with biological activity, aiding in the development of new drugs and understanding the behavior of chiral molecules. Its role in HPLC-based analysis makes it an essential component in both academic and industrial research settings.

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
  • Elution order can be changed by selecting enantiomer (R)-(+)-NBD-Pro-COCl; laser induced fluorescence detection possible

TCI brochures (PDF)

Related TCI products

  • High-Performance Liquid Chromatography (HPLC) labeling for enantiomer identification due to its selective reaction with optically active compounds.
  • Pharmaceutical research for determining enantiomeric purity of drug substances as it enables accurate e.e. measurement.
  • Organic chemistry analysis for studying chiral compounds and their interactions with derivatization reagents.
  • Biochemistry experiments involving chiral molecules where precise structural analysis is required.
  • Quality control in chemical manufacturing to ensure product consistency and purity of optically active compounds.

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 159717-68-7
Molecular formula —
Purity —
Category Analytical Chemistry > Analytical Reagents > Derivatization Reagents
Pack sizes —
Physical form —
Storage Store in a cool, dry place away from light and moisture

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 and moisture to maintain its chemical stability. It is recommended to use airtight containers to prevent exposure to air and contaminants. Proper labeling of storage containers is essential for safe handling and identification. In laboratory settings, it should be handled with care, using appropriate personal protective equipment such as gloves and safety goggles. Avoid contact with skin and eyes, and ensure adequate ventilation when working with the reagent. Regular monitoring of storage conditions helps ensure the reagent remains effective for analytical applications.

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