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Triphenylarsin

Triphenylarsine

HCID 11773
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Grundinformationen

CAS
603-32-7
Standard-SMILES
c1ccc([As](c2ccccc2)c2ccccc2)cc1
InChIKey
BPLUKJNHPBNVQL-UHFFFAOYSA-N
Summenformel
C18H15As
Durchschnittliche Molmasse
306,2 g/mol
Monoisotopische Masse
306,03897

Überblick

Triphenylarsine is an organoarsenic compound. It is used as a ligand and a reagent in coordination chemistry and organic synthesis. Arsenic is a chemical element that has the symbol As and atomic number 33. It is a poisonous metalloid that has many allotropic forms: yellow (molecular non-metallic) and several black and grey forms (metalloids) are a few that are seen. Three metalloidal forms of arsenic with different crystal structures are found free in nature (the minerals arsenopyrite and the much rarer arsenolamprite and pararsenolamprite), but it is more commonly found as a compound with other elements. (T3, L398)

Namen und Bezeichner

Bevorzugter Name
Triphenylarsine
IUPAC
triphenylarsane
Lokaler Name
Triphenylarsin
Englischer Name
Triphenylarsine
Summenformel
C18H15As
Molmasse
306.23

Namen und Synonyme

TRIPHENYLARSINE603-32-7TriphenylarsaneArsine, triphenyl-TriphenylarseneTriphenyl arsenicMN8EZ3FL74NSC-478DTXSID4060529RefChem:191898DTXCID6042787210-032-9
Weitere Namen anzeigen
Triphenyl-arsaneNSC 478triphenyl-arsinTriphenylarsine,97%Triphenylarsine,98%
ArsinetriphenylMFCD00002994TriphenylarsenicArsenic triphenylC18H15Astriphenyl arsinetriphenyl-arsineNSC478

Datenbank-Bezeichner

CAS
603-32-7
PubChem CID
11773
DTXSID
DTXSID4060529
UNII
MN8EZ3FL74
EC Number
210-032-9
Nikkaji
J44.111B

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
3
Schwere Atome
19
Formalladung
0
Komplexität
202

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Arsenic Compounds, Organic
Vapor Pressure0.0000496 [mmHg]
Physical DescriptionWhite powder; [Alfa Aesar MSDS] Fine colorless crystals; [Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
58 · 58-61 °C (lit.)
Siedepunkt
360 °C · 360 °C
Dichte
1 · 1,225 g/cm3
Brechungsindex
1.6888 · 1.6888
Flammpunkt
265 °C · 265 °C
storage temp.
30 °C · Store below +30°C.
Aggregatzustand
Powder
Wichte
1.2225 · 1.2225
Farbe
white
Wasserlöslichkeit
Soluble in methanol. Insoluble in water.
BRN
1842037 · 1842037

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P270, P271, P273, P301+P316, P304+P340, P316, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Restricted substance: Triphenylarsine

Triphenylarsine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

An irritant; Toxic by ingestion and inhalation; [Alfa Aesar MSDS] Almost nothing is known regarding health effects of organic arsenic compounds in humans. Studies in animals show that some simple organic arsenic compounds are less toxic than inorganic forms. Ingestion of methyl and dimethyl compounds can cause diarrhea and damage to the kidneys. [ATSDR ToxProfiles] See Dimethylarsenic acid.

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Sicherheit und Schutzausrüstung

Minimum Risk LevelAcute Oral: 0.005 mg/kg/day (L134) Chronic Oral: 0.0003 mg/kg/day (L134) Chronic Inhalation: 0.01 mg/m3 (L134)
Permissible Exposure Limit (PEL)0.5 [mg/m3], as As

Toxikologische Informationen

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Arsenic is absorbed mainly by inhalation or ingestion, as to a lesser extent, dermal exposure. It is then distributed throughout the body, where it is reduced into arsenite if necessary, then methylated into monomethylarsenic (MMA) and dimethylarsenic acid (DMA) by arsenite methyltransferase. Arsenic and its metabolites are primarily excreted in the urine. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. (L20)

Verwendung und Herstellung

UsesTriphenylarsine is used as a ligand and a reagent in coordination chemistry and organic synthesis. (L398)
General Manufacturing InformationArsine, triphenyl-: ACTIVE
Anwendungen · 2 Einträge

BeschreibungTriphenylarsin bildet farblose, wasserunlösliche, trikline Tafeln. Es ist leicht löslich in Diethylether und Benzol. Die Substanz ist zu 5 % im sogenannten Arsinöl enthalten, welches im 1. Weltkrieg als chemischer Kampfstoff verwendet wurde.

VerwendenTriphenylarsine is used in certain metal-catalyzed coupling reactions. It is a precursor to tetraphenylarsonium chloride a popular precipitating agent.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Tungsten,pentacarbonyl(triphenylarsine)-(OC-6-22)-

Zugehörige Reaktionen

190
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 14608
HRID 14608als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 33001
HRID 33001als Eduktuspto-grants-2008_09
Reaktionsgleichung von HRID 33662
HRID 33662als Eduktuspto-grants-2008_09
Reaktionsgleichung von HRID 53280
HRID 53280als Katalysatoruspto-grants-1997_04
Reaktionsgleichung von HRID 70769
HRID 70769als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 72786
HRID 72786als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 86008
HRID 86008als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 91724
HRID 91724als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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InChI
1S/C18H15As/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
InChIKey
BPLUKJNHPBNVQL-UHFFFAOYSA-N
SMILES
c1ccc(cc1)[As](c2ccccc2)c3ccccc3
CAS Datenbank
603 · 603-32-7(CAS DataBase Reference)
EPA chemische Informationen
Arsine, triphenyl- (603-32-7)
Treatment · 1 Eintrag

Arsenic poisoning can be treated by chelation therapy, using chelating agents such as dimercaprol, EDTA or DMSA. Charcoal tablets may also be used for less severe cases. In addition, maintaining a diet high in sulfur helps eliminate arsenic from the body. (L20)

Health EffectsArsenic poisoning can lead to death from multi-system organ failure, probably from necrotic cell death, not apoptosis. Arsenic is also a known carcinogen, esepcially in skin, liver, bladder and lung cancers. (T1, L20)
Exposure RoutesOral (L2) ; inhalation (L2) ; dermal (L2)
Toxicity Summary · 1 Eintrag

Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (T1, A17)

Signs and SymptomsExposure to lower levels of arsenic can cause nausea and vomiting, decreased production of red and white blood cells, abnormal heart rhythm, damage to blood vessels, and a sensation of
Carcinogen Classification3, not classifiable as to its carcinogenicity to humans. (L135)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3465 6.1/PG 2
hs_code
2931 90 00
RTECS-Nr.
CH8942500
risk_code
23/25-50/53
hazard_code
T,N
safety_code
20/21-28-45-60-61
hazard_class
6.1
packing_group
II
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1