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.

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

CAS Number
56602-33-6
Synonyms
BOP Reagent
Castro's Reagent

Stock No. Size Price ($) Quantity Availability
A16140-06 5g 59.60
A16140-14 25g 261.00
Add to Cart Bulk/Specialty Print Quote View Item

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

MDL
MFCD00011948
EINECS
260-279-1

Chemical Properties

Formula
C12H22F6N6OP2
Formula Weight
442.29
Melting point
ca 138° dec.
Storage & Sensitivity
Keep Cold. Moisture Sensitive. Light Sensitive. Store under Nitrogen.
Solubility
Soluble in methanol, acetone and dichloromethane. Insoluble in water.

Applications

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.

Notes

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

Other References

Beilstein
4287025
Hazard Class
4.1
Packing Group
II
Harmonized Tariff Code
2933.99
TSCA
No

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware