BOP reagent

BOP reagent
IUPAC name Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate
Other names Castro's reagent
Identifiers
CAS number	56602-33-6 Y
PubChem	151348
ChemSpider	133386 Y
Jmol-3D images	Image 1
SMILES F[P-](F)(F)(F)(F)F.n1nn(O[P+](N(C)C)(N(C)C)N(C)C)c2ccccc12
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
Properties
Molecular formula	C12H22F6N6OP2
Molar mass	442.281 g/mol
Appearance	White crystalline powder
Melting point	136 - 140 °C
Solubility in water	Partially soluble in cold water
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

for mechanism see :

http://www.biocis.u-psud.fr/spip.php?article332

• PyBOP, a related reagent