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

CAS Number
BOP Reagent
Castro's Reagent

Stock No. Size Price ($) Quantity Availability
A16140-06 5g 59.60
A16140-14 25g 261.00
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1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 98%


Chemical Properties

Formula Weight
Melting point
ca 138° dec.
Storage & Sensitivity
Keep Cold. Moisture Sensitive. Light Sensitive. Store under Nitrogen.
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-H500

Flammable solid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May form combustible dust concentrations in air

Precautionary Statements: P210-P240-P241-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

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