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Key Documents

E50604

Sigma-Aldrich

Ethyltriphenylphosphonium bromide

99%

Synonym(s):

TEP

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About This Item

Linear Formula:
[(C6H5)3P+C2H5]Br-
CAS Number:
Molecular Weight:
371.25
Beilstein:
3599630
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

reaction suitability

reaction type: C-C Bond Formation

mp

203-205 °C (lit.)

SMILES string

[Br-].CC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C20H20P.BrH/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1

InChI key

JHYNXXDQQHTCHJ-UHFFFAOYSA-M

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Application

Reactant for synthesis of:
  • D-amino acids from L-cysteine-derived thiazolidines
  • Leiodolide A via aldol reactions and Horner-Wadsworth-Emmons olefination
  • Cycloalkanoindolines via diastereoselective intramolecular inimo-ene reactions
  • WXYZA′ domain of maitotoxin using the coupling of key building blocks

Reactant for:
  • Solid-state metathesis polycondensation to form alkyl-dipropenylthiophene monomers
  • Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization / lactonization cyclization reactions for synthesis of an ABC ring system

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 2

Flash Point(F)

401.0 °F

Flash Point(C)

205 °C

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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The Journal of experimental biology, 219(Pt 20), 3218-3226 (2016-11-02)
Nitrogen (N) appears to be a limiting dietary resource for elasmobranchs, required not only for protein growth but also for urea-based osmoregulation. Building on recent evidence that the toxicant ammonia can be taken up actively at the gills of the
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We investigated the effect of modified aluminosilicates, including bentonite from Armenia (BA) modified with quaternary ammonium salts (BAQAS) and phosphonium salts (BAQPS), on the mechanical properties and morphology of Kevlar/epoxy composites. The Kevlar/epoxy composites containing 1.0 or 3.0 wt.% modified
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Depression and anxiety, 35(5), 448-456 (2018-04-11)
Dysfunctional neuroplasticity may be one of the pathophysiological mechanisms underlying major depression. We have previously established methods to assess neuroplasticity from the dorsolateral prefrontal cortex (DLPFC) using a paired associative stimulation (PAS) paradigm, which pairs a preceding peripheral nerve stimulation

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