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T25305

Sigma-Aldrich

Tetraphenylarsonium(V) chloride hydrate

97%

Synonym(s):

Phenylarsonium chloride, Tetraphenylarsenic chloride

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About This Item

Linear Formula:
(C6H5)4As(Cl) · xH2O
CAS Number:
507-28-8
Molecular Weight:
418.79 (anhydrous basis)
Beilstein:
3580063
EC Number:
208-070-6
MDL number:
MFCD00149995
UNSPSC Code:
12161600
PubChem Substance ID:
24900042
NACRES:
NA.22

Quality Level

100

Assay

97%

reaction suitability

core: arsenic
reagent type: catalyst

mp

258-260 °C (lit.)

SMILES string

O.[Cl-].c1ccc(cc1)[As+](c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C24H20As.ClH.H2O/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;;/h1-20H;1H;1H2/q+1;;/p-1

InChI key

NGDWSDTZKCSLRK-UHFFFAOYSA-M

Application

Cation exchange reagent. Used to prepare arsonium amide, oxime, and carbohydrate derivatives.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301 + H331,H410

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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A Zaritsky et al.
Journal of bacteriology, 147(3), 1054-1062 (1981-09-01)
Lipophilic cations (tetraphenylarsonium, tetraphenylphosphonium, and triphenylmethylphosphonium) caused a number of major changes in the physiology of Bacillus subtilis. Macromolecular synthesis was inhibited, adenosine 5'-triphosphate concentration increased, swimming speed was reduced, tumbling was suppressed, and the capacity to take up the
T Higuti et al.
The Journal of biological chemistry, 255(16), 7631-7636 (1980-08-25)
Tetraphenylarsonium (TPA+) inhibited energy transduction in oxidative phosphorylation in mitochondria but not in submitochondrial particles, which are inside-out relative to the membranes of mitochondria. TPA+ incorporated into the inside of submitochondrial particles inhibited ATP synthesis in the particles. TPA+ also
V Shoshan et al.
The Journal of biological chemistry, 258(5), 2837-2842 (1983-03-10)
The lipophilic anion tetraphenylboron (TPB-) but not the lipophilic cation tetraphenylarsonium (TPA+) inhibited ATP-dependent Ca2+ accumulation by isolated sarcoplasmic reticulum. TPB- did not inhibit ATP hydrolysis but did induce Ca2+ release from preloaded vesicles. It did not appear to disrupt
F W Orme et al.
The Journal of membrane biology, 104(1), 57-68 (1988-08-01)
Aliphatic alcohols are found to stimulate the transmembrane fluxes of a hydrophobic cation (tetraphenylarsonium, TPA) and anion (AN-12) 5-20 times in red blood cells. The results are analyzed using the Born-Parsegian equation (Parsegian, A., 1969, Nature (London) 221:844-846), together with
Journal of the American Chemical Society, 116, 7142-7142 (1994)
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