1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

• Catalog No.: A16140
• CAS Number: 56602-33-6
• M. F.: C12H22F6N6OP2
• M. W.: 442.2806212
• Purity: 98%

SYNONYMS

• Title: 1H-苯并三唑-1-基氧代三(二甲氨基)磷鎓 六氟磷酸盐
• IUPAC name: (1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-λ^5-phosphanuide
• IUPAC Traditional name: (1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium hexafluorophosphate
• Synonyms: BOP Reagent; Castro's reagent

DATABASE IDS

• CAS Number: 56602-33-6
• MDL Number: MFCD00011948
• Beilstein Number: 4287025
• EC Number: 260-279-1

PROPERTIES

• Purity: 98%
• Melting Point: ca 138°C dec.
• GHS Hazard statements: H228-H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P305+P351+P338-P302+P352-P405-P501A
• Risk Statements: 11-36/37/38-44
• Safety Statements: 26-37-60
• Storage Warning: Moisture & Light Sensitive
• TSCA Listed: 否
• Hazard Class: 4.1
• UN Number: UN1325
• Packing Group: II

REFERENCES

• Reagent for high yield, low racemization peptide coupling: Tetrahedron Lett., 1219 (1975). See Appendix 6.
• Mild and efficient reagent for the preparation of esters from carboxylic acids and alcohols: Tetrahedron Lett., 36, 4253 (1995); for esterification of amino acids at low temperatures, see: Tetrahedron Lett., 35, 5603 (1994); for use in formation of mixed phosphonate diesters, see: J. Org. Chem., 60, 5214 (1995).
• The carboxyphosphonium salts formed by reaction with carboxylic acids can be reduced with NaBH₄, providng a mild method for reduction of acids to alcohols: Tetrahedron lett., 39, 3319 (1998).
• Promotes the reaction of aliphatic primary amines with CS₂ to give isothiocyanates which can be isolated in high yield or reacted in situ with nucleophiles: J. Chem. Soc., Chem. Commun., 1995 (1995).