Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

56602-33-6 - 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 98% - BOP Reagent - Castro's Reagent - A16140 - Alfa Aesar

A16140 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 98%

CAS Number
BOP Reagent
Castro's Reagent

Size Price ($) Quantity Availability
1g 18.30
5g 56.80
25g 248.00
Add to Cart Add to Quote Request View Item

1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 98%


Chemical Properties

Formula Weight
Melting point
ca 138° dec.
Moisture & Light Sensitive
Soluble in methanol, acetone and dichloromethane. Insoluble in water.


1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecaroboxamide derivative. It is also used as a precursor for the synthesis of phenyl esters of amino acids. It acts as a substitute for (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.


Moisture and light sensitive. Incompatible with strong oxidizing agents. Store in a cool place. Keep the container tightly closed.

Literature 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).

Hu, J.; Zhao, R.; Wang, D.; Xu, X.; Chen, X.; Shen, D. Phase Transition Regulated by Photo-Controlled Molecular Recognition of Alpha- Cyclodextrin. Curr. Org. Chem. 2015, 19 (3), 282-288.

Hu, J.; Wang, X.; Zheng, S. Photo-regulated phase transition of poly(ethylene glycol) derivative containing azobenzene group. Polym. Adv. Technol. 2012, 23 (12), 1590-1595.

GHS Hazard and Precautionary Statements

Hazard Statements: H228-H315-H319-H335

Flammable solid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280a-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Hazard Class
Packing Group
Harmonized Tariff Code


Recently Viewed


Life Science

Metals & Materials


Analytical & Labware