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218790

Sigma-Aldrich

Tetraphenylphosphonium chloride

98%

Synonym(s):

Chlorotetraphenylphosphorane

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10 G
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5 G
€62.40
10 G
€91.40
50 G
€295.00

About This Item

Linear Formula:
(C6H5)4P(Cl)
CAS Number:
2001-45-8
Molecular Weight:
374.84
Beilstein:
3922393
EC Number:
217-890-3
MDL number:
MFCD00011916
UNSPSC Code:
12352002
PubChem Substance ID:
24853089
NACRES:
NA.22

€62.40

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Quality Level

200

Assay

98%

form

solid

mp

272-274 °C (lit.)

SMILES string

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

InChI

1S/C24H20P.ClH/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/q+1;/p-1

InChI key

WAGFXJQAIZNSEQ-UHFFFAOYSA-M

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Application

  • Tetraphenylphosphonium chloride can be used to tune the crystallinity of CH3NH3PbI3 thin film during the deposition for boosting perovskite solar cells (PSCs) device performance.[1]
  • It reacts with organometallic anionic complexes to give the corresponding salts.[2]
  • It can also be used as arylating reagents in Pd-catalyzed Heck reaction.[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7071
BCCH5038
BCCF1481
BCCD1266
BCBZ8917

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Oxoperoxo molybdenum (vi) and tungsten (vi) and oxodiperoxo molybdate (vi) and tungstate (vi) complexes with 8-quinolinol: synthesis, structure and catalytic activity.
Maiti S K, et al.
New. J. Chem., 29(4), 554-563 (2005)
Efficient Perovskite Solar Cells with Reduced Photocurrent Hysteresis through Tuned Crystallinity of Hybrid Perovskite Thin Films.
Qi J, et al.
ACS Omega, 3(6), 7069-7076 (2018)
Tetraarylphosphonium Halides as Arylating Reagents in Pd?Catalyzed Heck and Cross?Coupling Reactions.
Hwang L K, et al.
Angewandte Chemie (International Edition in English), 44(38), 6166-6169 (2005)
Fedor F Severin et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(2), 663-668 (2010-01-19)
A unique phenomenon of mitochondria-targeted protonophores is described. It consists in a transmembrane H(+)-conducting fatty acid cycling mediated by penetrating cations such as 10-(6'-plastoquinonyl)decyltriphenylphosphonium (SkQ1) or dodecyltriphenylphosphonium (C(12)TPP). The phenomenon has been modeled by molecular dynamics and directly proved by
L A Vasil'ev et al.
Biochemistry. Biokhimiia, 77(4), 354-361 (2012-07-20)
Tetraphenylphosphonium (TPP(+)) and tetramethylrhodamine ethyl ester (TMRE(+)) cations used as transmembrane carriers of ubiquinone (MitoQ) and plastoquinone (SkQ, SkQR) in mitochondria prevented at nanomolar concentrations the chitosan- or H(2)O(2)-induced destruction of the nucleus in epidermal cells of epidermis isolated from
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