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CAS RN: 150993-62-7 | Product Number: 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]


Purity: >95.0%(HPLC)
Synonyms:
  • (R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)benzofurazan
  • (R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole
Documents:
100MG
€159.00
1   5  

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Product Number A5565
Purity / Analysis Method >95.0%(HPLC)
Molecular Formula / Molecular Weight C__1__3H__1__5ClN__4O__4S = 358.8  
Physical State (20 deg.C) Solid
Storage Temperature 0-10°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 150993-62-7
Reaxys Registry Number 11148085
PubChem Substance ID 87563182
MDL Number

MFCD00221513

Specifications
Appearance Light yellow to Yellow to Orange powder to crystal
Purity(HPLC) min. 95.0 area%
Optical purity(LC) min. 99.0 ee%
Specific rotation [a]20/D +42.0 to +45.0 deg(C=0.2, CHCl3)
Effect test of HPLC derivatization Effective as labeling agent fo 2-Hexanol
Properties (reference)
Entantiometric Excess (ee) >99.0%(HPLC)
Specific Rotation 44° (C=0.2,CHCl3)
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws: / Compliance with laws, Regulations
Transport Information:
HS Number 2935909099
Application
HPLC Labeling Reagent for Chiral Alcohols and Amines

The compound 1 is an HPLC fluorescence labeling reagent for optical purity determination, which easily reacts with optical active alcohols or amines to form the corresponding esters or amides, respectively. The resultant esters or amides are stable and can reach the detector without any decomposition under reversed and normal phase HPLC. An excellent chromatogram can be obtained by fluorescence detection at the excitation and emission wavelength of 450 nm and 560 nm, respectively. And the diastereomers derived from racemic alcohol and 1 can be separated by HPLC (The separation factor α: 2-hexanol = 1.2). Since no racemization can occur with derivatization reaction, it is possible to change an elution order of the labeled diastereomeres by selecting the enantiomer [(S)-(-)-DBD-Pro-COCl] of 1. The detection limit for the alcohols is sub-picomol. A highly sensitive analysis can be done by peroxyoxalate chemiluminescence detection.

Application example:
[Secondary alcohols] 1)
Add 1 mL of 10 mM labeling reagent 1 / dry benzene solution, 1 mL of 2 mM alcholol / dry benzene (containing 1% of pyridine) solution to a vessel. Close the cap of the reaction vessel and incubate the mixture at 80 °C for 3 h. After cooling to room temperature, excess of 1 is removed by liquid-liquid extraction (e.g. washing with 5% NaHCO3 solution) or solid phase extraction. Use the resultant as an HPLC sample solution.

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