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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

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
Journal of the American Chemical Society, 116, 7142-7142 (1994)
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
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
D Wolff et al.
Biochimica et biophysica acta, 688(1), 138-144 (1982-05-21)
In order to elucidate the mechanism of action of organochlorine insecticides on the ion transport in biological membranes, we have studied the effect of DDT and its analog DDE on the structural parameters of phosphatidylethanolamine (PE) planar bilayers. DDT and
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