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TCI

CAS 150993-62-7

(R)-(+)-DBD-Pro-COCl [=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5565

(R)-(+)-DBD-Pro-COCl [=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5565

Chemical Identity

CAS No.
150993-62-7
PubChem
CID 192501·SID 87563182
Formula
C13H15ClN4O4S
Molecular weight
358.80 g/mol
Purity
>90.0%(qNMR)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2R)-1-[4-(dimethylsulfamoyl)-2,1,3-benzoxadiazol-7-yl]pyrrolidine-2-carbonyl chloride
SMILES
CN(C)S(=O)(=O)C1=CC=C(C2=NON=C12)N3CCC[C@@H]3C(=O)Cl
InChIKey
ZPBKQTOHYMFDLD-SECBINFHSA-N
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(R)-(+)-DBD-Pro-COCl is a specialized chemical reagent used in the analysis of optically active compounds. It serves as a labeling agent for High-Performance Liquid Chromatography (HPLC), enabling precise determination of enantiomeric excess (e.e.). This reagent plays a crucial role in analytical chemistry by enhancing the resolution of chiral compounds during chromatographic separation. Its application is essential in laboratories where accurate identification and quantification of enantiomers are required.

The reagent’s chemical stability and reactivity make it a preferred choice for analytical applications. Its complex molecular structure allows for efficient bonding with optically active compounds, facilitating the separation of enantiomers. This property ensures consistent and reliable results, which are vital for scientific research. The reagent’s performance is further enhanced by its compatibility with various HPLC systems, making it a versatile tool in analytical workflows.

In Indonesian laboratories, (R)-(+)-DBD-Pro-COCl is widely used in pharmaceutical research, organic chemistry, and chemical quality analysis. It supports high-quality scientific studies by meeting international analytical standards. Many research institutions and universities rely on this reagent to achieve accurate and reproducible results in their experiments. Its application is particularly important in the development and testing of chiral drugs and other optically active substances.

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 (S)-(-)-DBD-Pro-COCl; sub-picomol detection for alcohols

TCI brochures (PDF)

  • Determination of enantiomeric excess in optically active compounds for pharmaceutical research due to its ability to enhance chromatographic resolution and accuracy.
  • Analysis of chiral compounds in organic chemistry to ensure precise identification and quantification of enantiomers.
  • Quality control of chemical products in industrial laboratories to meet international standards for purity and consistency.
  • Support for research in pharmacology where the separation and analysis of enantiomers are critical for drug development.
  • Use in academic research settings to advance understanding of chiral molecules and their behavior in various chemical environments.

From the TCI brochure

  • Optical purity determination of secondary alcohols (hexan-2-ol, nonan-2-ol)

Brand TCI
CAS number 150993-62-7
Molecular formula —
Purity —
Category Analytical Chemistry > Analytical Reagents > Derivatization Reagents
Pack sizes As per supplier specifications
Physical form Solid or liquid, depending on formulation
Storage Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Excitation wavelength450 nm (Fluorescence detection)
Emission wavelength560 nm (Fluorescence detection)
Separation factor alpha1.2 (2-hexanol)
Mobile phasen-Hexane / AcOEt = 80 / 20 (Kaseisorb LC 60-5); CH3CN / H2O = 60 / 40 (Kaseisorb LC ODS Super) (25 C, 1 mL/min)
Reaction10 mM reagent, 2 mM alcohol, 1% pyridine (Dry benzene, 80 C, 3 h)

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

This reagent should be stored in a cool, dry environment, away from direct sunlight and sources of moisture. It is recommended to use airtight containers to prevent contamination and maintain its chemical integrity. Proper labeling of storage containers is essential for safe handling and easy identification. Laboratory personnel should wear appropriate personal protective equipment, such as gloves and safety goggles, when handling this material. It is important to ensure good ventilation in the workspace to minimize exposure to vapors. Regular inspection of storage conditions is advised to maintain optimal performance and safety standards.

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