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226084

Sigma-Aldrich

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

97%, for peptide synthesis

Synonym(s):

BOP, BOP Reagent, Castros reagent

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About This Item

Empirical Formula (Hill Notation):
C12H22F6N6OP2
CAS Number:
56602-33-6
Molecular Weight:
442.28
Beilstein:
4287025
EC Number:
260-279-1
MDL number:
MFCD00011948
UNSPSC Code:
12352107
PubChem Substance ID:
24853542
NACRES:
NA.22

product name

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 97%

Assay

97%

form

powder

reaction suitability

reaction type: Coupling Reactions

mp

>130 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)[P+](On1nnc2ccccc12)(N(C)C)N(C)C

InChI

1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1

InChI key

MGEVGECQZUIPSV-UHFFFAOYSA-N

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Related Categories

Application

Reagent for:
Peptide coupling
Synthesis of esters
Esterification of carboxylic acids
Plasmid CAN-encapsulating liposomes
Synthesis of magnolamide for antioxidative activity

Catalyst for preparation of 9-acridinecaroboxamide derivative

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H315,H335

Hazard Classifications

Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH044

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Philip L Keeve et al.
Implant dentistry, 28(2), 177-186 (2018-11-27)
The aim of this review was to systematically screen the literature on surgical non-regenerative treatments of periimplantitis, especially for radiologic and clinical outcomes, and to determine predictable therapeutic options for the clinical management of periimplantitis lesions. The potentially relevant literature
Synthesis, 2677-2677 (2006)
M. H. Kim and D. V. Patel,
Tetrahedron Letters, 35, 5603-5606 (1994)
Zhiyun Du et al.
Chemical communications (Cambridge, England), 47(46), 12488-12490 (2011-10-22)
We report here, for the first time, the BOP-mediated one-pot macrocyclization that is facilitated and guided by internally placed intramolecular H-bonds to allow for the highly selective formation of five-residue cation-binding macrocycles.
Zohaib Akram et al.
Journal of periodontology, 91(3), 396-402 (2019-08-08)
It is hypothesized that levels of advanced glycation end products (AGEs) are higher in the gingival crevicular fluid (GCF) of chronic periodontitis (CP) patients with type-2 diabetes mellitus (type-2 DM) than controls (systemically healthy individuals without CP. The aim was
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