Benzyltriphenylphosphoniumbromid

Benzyltriphenylphosphonium bromide

HCID 2734970

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Grundinformationen

CAS: 1449-46-3
Standard-SMILES: [Br-].c1ccc(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
InChIKey: WTEPWWCRWNCUNA-UHFFFAOYSA-M
Summenformel: C25H22BrP
Durchschnittliche Molmasse: 433,3 g/mol
Monoisotopische Masse: 432,06424943

Namen und Bezeichner

Bevorzugter Name: Benzyltriphenylphosphonium bromide
IUPAC: benzyl(triphenyl)phosphanium bromide
Lokaler Name: Benzyltriphenylphosphoniumbromid
Englischer Name: Benzyltriphenylphosphonium bromide
Summenformel: C25H22BrP
Molmasse: 433.32

Namen und Synonyme

Benzyltriphenylphosphonium bromideEINECS 215-908-4NSC 54813RefChem:567008215-908-41449-46-3Phosphonium, triphenyl(phenylmethyl)-, bromide (1:1)Benzyl triphenyl phosphonium bromideBromo(benzyl)triphenylphosphoraneC25H22BrPbenzyl triphenylphosphonium bromidebenzyl(triphenyl)phosphanium;bromide

Weitere Namen anzeigen

TZPSKL082CAS1449-46-3BenzyltriphenBenzyl triphenyl phoBenzyl threephosphoniuM broMideBenzyltriphenylphosphine bromideBenzyltriphenylphosphanium bromid

MFCD00031707(Phenylmethyl)triphenylphosphonium bromidebenzyltriphenylphosphanium bromidebenzyl(triphenyl)phosphonium bromide(Phenylmethyl)triphenylphosphonium bromide,; Bromo(benzyl)triphenylphosphorane;PHOSPHONIUM, TRIPHENYL(PHENYLMETHYL)-, BROMIDEZU75GQ8UMZSCHEMBL163158

Datenbank-Bezeichner

CAS: 1449-46-3
PubChem CID: 2734970
DTXSID: DTXSID50932443
ChEMBL: CHEMBL172390
UNII: ZU75GQ8UMZ
EC Number: 215-908-4

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 5
Schwere Atome: 27
Formalladung: 0
Komplexität: 347

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Phosphorus Compounds

Physical DescriptionWhite crystalline powder; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 295 · 295-298 °C(lit.)
storage temp.: Inert atmosphere,Room Temperature
Aggregatzustand: solid
Farbe: White to Almost white
Wasserlöslichkeit: Soluble in water.
BRN: 3599867 · 3599867
InChI: InChI=1S/C25H22P.BrH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1
InChIKey: WTEPWWCRWNCUNA-UHFFFAOYSA-M
SMILES: [P+](CC1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-]
CAS Datenbank: 1449 · 1449-46-3(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS] See Tetraphenylphosphonium chloride and Methyltriphenylphosphonium bromide.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29319090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37/39
hazard_class: 6.1
packing_group: III
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenBenzyltriphenylphosphonium bromide is used as a reactant for stereoselective azidolysis of vinyl epoxides, enantioselective aziridination and Friedel-Crafts cyclization for asymmetric synthesis of dihydrexidine, biomimetic iron(III) mediated oxidative dimerization for synthesis of benzoquinone parvistemin A, enantioselective synthesis of syn-diarylheptanoids from D-glucose, preparation of β-amyloid plaque ligands and decarboxylative cyclopropanation. It react with 4-methyl-oxetan-2-one to produce 4-hydroxy-1-phenyl-1-(triphenyl-l5-phosphanylidene)-pentan-2-one.