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About This Item
Linear Formula:
(C6H5)4P(Cl)
CAS Number:
Molecular Weight:
374.84
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
217-890-3
MDL number:
Beilstein/REAXYS Number:
3922393
Product Name
Tetraphenylphosphonium chloride, 98%
InChI key
WAGFXJQAIZNSEQ-UHFFFAOYSA-M
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
SMILES string
[Cl-].c1ccc(cc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4
assay
98%
form
solid
mp
272-274 °C (lit.)
Quality Level
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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.
- It reacts with organometallic anionic complexes to give the corresponding salts.
- It can also be used as arylating reagents in Pd-catalyzed Heck reaction.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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)
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
Avi Swed et al.
Molecular pharmaceutics, 6(6), 1883-1890 (2009-09-03)
Tetraphenylphosphonium (TPP), a phosphonium cation, is a promising means for tumor imaging. A major contributor to the pharmacokinetics of phosphonium cations is the efflux transporter P-glycoprotein (P-gp). For this application it is important to ascertain the influence of the multidrug
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