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Home/Compounds/Research Reagent/BOP reagent
C12H22F6N6OP2
442.28 g/mol
Research ReagentDanger

Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate

CAS56602-33-6EC260-279-1
Category
Research Reagent
Compound Class
Heterocycle
Primary Use
Research Compound

Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate, commonly known as BOP, is a reagent widely used for the synthesis of amides from carboxylic acids and amines in peptide synthesis. It is prepared from 1-hydroxybenzotriazole and a chlorophosphonium reagent under basic conditions and offers advantages by minimizing side reactions such as dehydration of asparagine or glutamine residues.

Peptide coupling reagentSynthesis of amides from carboxylic acids and amines

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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Safety Reference

Flammable
Flammable
Harmful
Harmful
Danger
H228Flammable solid
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
Identifiers
IUPAC Name

benzotriazol-1-yloxy-tris(dimethylamino)phosphanium hexafluorophosphate

InChIKey

MGEVGECQZUIPSV-UHFFFAOYSA-N

SMILES

CN(C)[P+](N(C)C)(N(C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F

Synonyms (26)
  • BOP hexafluorophosphate
  • Bop reagent
  • Castro's Reagent