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E50604

Sigma-Aldrich

Ethyltriphenylphosphonium bromide

99%

Synonym(s):

TEP

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About This Item

Linear Formula:
[(C6H5)3P+C2H5]Br-
CAS Number:
1530-32-1
Molecular Weight:
371.25
Beilstein/REAXYS Number:
3599630
EC Number:
216-223-3
MDL number:
MFCD00011838
UNSPSC Code:
12352002
PubChem Substance ID:
24894599
NACRES:
NA.22

Quality Level

200

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

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 2

flash_point_f

401.0 °F

flash_point_c

205 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9763
MKCK1634
MKBC7977V
MKBT2055V
MKBP1900V

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Yoshihiro Noda et al.
Aging, 9(2), 556-572 (2017-02-18)
Gamma-aminobutyric acid (GABA)ergic and glutamatergic neurotransmissions in the prefrontal cortex decreases with age. Further, cognitive function mediated through the dorsolateral prefrontal cortex (DLPFC) also declines with age. Although neuroimaging studies have demonstrated decreased levels of these substances, direct neurophysiological data
Airat Gubaev et al.
Nucleic acids research, 44(21), 10354-10366 (2016-08-26)
The topological state of DNA is important for replication, recombination and transcription, and is regulated in vivo by DNA topoisomerases. Gyrase introduces negative supercoils into DNA at the expense of ATP hydrolysis. It is the accepted view that gyrase achieves
Chris M Wood et al.
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
Rafał Oliwa
Materials (Basel, Switzerland), 13(17) (2020-08-28)
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
Yoshihiro Noda et al.
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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