BOP reagent

BOP reagent

Names
IUPAC name (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
Other names Castro's reagent
Identifiers
CAS Number	56602-33-6 Y
3D model (Jmol)	Interactive image
ChemSpider	133386 Y
ECHA InfoCard	100.054.782
PubChem	151348
InChI InChI=1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1 Y Key: MGEVGECQZUIPSV-UHFFFAOYSA-N Y
SMILES F[P-](F)(F)(F)(F)F.n1nn(O[P+](N(C)C)(N(C)C)N(C)C)c2ccccc12
Properties
Chemical formula	C12H22F6N6OP2
Molar mass	442.287 g/mol
Appearance	White crystalline powder
Melting point	136 to 140 °C (277 to 284 °F; 409 to 413 K)
Solubility in water	Partially soluble in cold water reacts (decomposes)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

BOP reagent is a reagent commonly used in the synthesis of peptides. Its use is discouraged because coupling using BOP liberates HMPA which is carcinogenic, although for small scale use in an organic laboratory this is not a great disadvantage as it is in large scale industrial usage.

See also

• PyBOP, a related reagent