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CAS RN: 159717-69-8 | Product Number: A5566

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


Purity:
Synonyms:
  • (R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)benzofurazan
  • (R)-(+)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole
Documents:
100MG
€172.00
2   10  

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Product Number A5566
Molecular Formula / Molecular Weight C__1__1H__9ClN__4O__4 = 296.67  
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 159717-69-8
PubChem Substance ID 87563183
MDL Number

MFCD00191511

Specifications
Appearance Light yellow to Brown powder to crystal
Effect test of HPLC derivatization Effective as labeling agent fo 2-Hexanol
Properties (reference)
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 2934999090
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 wavelengths of 470 nm and 540 nm, respectively. And the diastereomers derived from racemic alcohol or amine and 1 can be separated by HPLC (The separation factor α:2-hexanol and 1-phenylethylamine = 1.2 and 1.37, respectively). 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)-(-)-NBD-Pro-COCl] of 1. The detection limit for the alcohols is sub-picomol. A highly sensitive detection can be done by using laser induced fluorescence detector.

Application example:1)
Add 0.5 mL of 40 mM labeling reagent 1 / dry benzene solution and 0.5 mL of 1 mM alcholol (or amine) / dry benzene (containing 2% of pyridine) solution to a vessel. Close the cap of the reaction vessel and incubate the mixture at 80 °C for 1~2 h (50 °C for 1h, in the case of amine). 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.

References

  • 1)Tokyo Kasei Kogyo Co. Ltd., Jpn. Kokai Tokkyo Koho 95 188224, 1995.


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