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851004 BOP

BOP Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate Novabiochem®. CAS 56602-33-6, molar mass 442.28 g/mol.

BOP MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.
CAS #: 56602-33-6 EC Number: 260-279-1 Molar Mass: 442.28 g/mol Hill Formula: C₁₂H₂₂N₆OP * F₆P
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Overview

Replacement Information

Key Spec Table

CAS #EC NumberHill FormulaMolar Mass
56602-33-6260-279-1C₁₂H₂₂N₆OP * F₆P442.28 g/mol
Description
Catalogue Number851004
Replaces01-62-0001
Brand Family Novabiochem®
Alternate Names
  • Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphoniumhexafluorophosphate
  • Castro's Reagent
Background InformationPeptide coupling reagent which suppresses enantiomerization [1-15]. Reduction of carboxylic acids activated with BOP provides a facile route to alcohols [16].

Novabiochem® recommends the replacement of BOP by PyBOP®(for PyBOP® please see 851009). The manufacture of BOP, as well as its utilization, involves the use or the formation of hexamethylphosphotriamide, the carcinogenicity and respiratory toxicity of which has been the subject of numerous reports.

The product number for this product was previously 01-62-0001.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter "A", please select the option in the right hand menu "Request a COA for Lot#s starting with A".
References
Product Information
CAS number56602-33-6
EC number260-279-1
Hill FormulaC₁₂H₂₂N₆OP * F₆P
Molar Mass442.28 g/mol
HS Code2933 99 80
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
ApplicationBOP Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate Novabiochem®. CAS 56602-33-6, molar mass 442.28 g/mol.
Biological Information
Physicochemical Information
Melting Point138 - 145 °C
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Hazard Pictogram(s) Hazard Pictogram(s)
Hazard Pictogram(s)
Hazard Statement(s)H228: Flammable solid.
H315: Causes skin irritation.
H335: May cause respiratory irritation.
EUH044: Risk of explosion if heated under confinement.
Precautionary Statement(s)P210: Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P240: Ground and bond container and receiving equipment.
P241: Use explosion-proof electrical/ ventilating/ lighting equipment.
P261: Avoid breathing dust.
P264: Wash skin thoroughly after handling.
P302 + P352: IF ON SKIN: Wash with plenty of water.
Signal WordDanger
Storage class4.1A Other explosive hazardous materials
WGKWGK 3 highly hazardous to water
Safety Information
Categories of dangerirritant
Product Usage Statements
Storage and Shipping Information
StorageStore at +2°C to +8°C.
Packaging Information
Transport Information
Declaration (railroad and road) ADR, RIDUN 1325 , 4.1, II
Declaration (transport by air) IATA-DGRUN 1325 , 4.1, II
Declaration (transport by sea) IMDG-CodeUN 1325 , 4.1, II
Supplemental Information
Specifications
Color (visual)white to slight yellow to beige
Appearance of substance (visual)powder
Identity (IR)passes test
Assay (HPLC, area%)≥ 99.0 % (a/a)
Solubility (0.6 mmole in 1 ml DMF)clearly soluble

Documentation

BOP SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] B. Castro, et al. (1975) Tetrahedron Lett., 16, 1219.
  • [2] B. Castro, et al. (1976) Synthesis, 751.
  • [3] B. Castro, et al. (1977) Synthesis, 413.
  • [4] B. Castro, et al. (1977) J. Chem. Res. (S), 182.
  • [5] P. Rivaille, et al. (1980) Tetrahedron, 36, 3413.
  • [6] D. L. Nguyen, et al. (1985) J. Chem. Soc., Perkin Trans. 1, 1025.
  • [7] D. L. Nguyen, et al. (1987) J. Chem. Soc., Perkin Trans. 1, 1915.
  • [8] A. Fournier, et al. (1988) Int. J. Peptide Protein Res., 31, 86 and 231.
  • [9] J.-P. Briand, et al. (1989) Pept. Res., 2, 381.
  • [10] A. Fournier, et al. (1989) Int. J. Peptide Protein Res., 33, 133.
  • [11] D. L. Nguyen, et al. (1989) Biochem. Biophys. Res. Commun., 162, 1425.
  • [12] W. K. Rule, et al. in 'Peptides 1988, Proc. 20th European Peptide Symposium', G. Jung & E. Bayer (Eds), Walter de Gruyter, Berlin, 1989, pp. 238.
  • [13] M. Forest, et al. (1990) Int. J. Peptide Protein Res., 35, 89.
  • [14] R. Seyer, et al. (1990) Int. J. Peptide Protein Res., 35, 465.
  • [15] H. Gausepohl, et al. in 'Innovation & Perspectives in Solid Phase Synthesis, 2nd International Symposium', R. Epton (Eds), Intercept UK Ltd., Andover, 1993, pp. 387.
  • [16] R. P. McGeary (1998) Tetrahedron Lett., 39, 3319.