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Merck
CN

338389

Triphenylphosphine hydrobromide

97%

Synonym(s):

Ph3P · HBr, Ph3P · HBr, Triphenylphosphonium bromide

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About This Item

Linear Formula:
(C6H5)3P · HBr
CAS Number:
Molecular Weight:
343.20
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
229-012-6
Beilstein/REAXYS Number:
3633387
MDL number:
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InChI key

CMSYDJVRTHCWFP-UHFFFAOYSA-N

InChI

1S/C18H15P.BrH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H

SMILES string

Br.c1ccc(cc1)P(c2ccccc2)c3ccccc3

assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling

mp

196 °C (dec.) (lit.)

functional group

phosphine

Application

Used as mild source of anhydrous HBr; catalyst for formation of THP ethers from tertiary alcohols; preparation of phosphonium salts.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Kaila, N.; Blumenstein, M. et al.
The Journal of Organic Chemistry, 57, 4576-4576 (1992)
Hamanaka, N.; Kosuge, S.; Iguchi, S.
Synlett, 139-139 (1990)
Thangavel Sathiya Kamatchi et al.
Dalton transactions (Cambridge, England : 2003), 41(7), 2066-2077 (2011-12-21)
With the aim to develop more efficient, less toxic, target specific metal drugs and evaluate their anticancer properties in terms of oxidation state and co-ligand sphere, a sequence of Ru(II), Ru(III) complexes bearing 4-hydroxy-pyridine-2,6-dicarboxylic acid and PPh(3)/AsPh(3) were synthesized and
Jagannath Bhuyan et al.
Chemistry, an Asian journal, 7(11), 2690-2695 (2012-08-29)
Two iron-nitrosyl-porphyrins, nitrosyl[meso-tetrakis(3,4,5-trimethoxyphenylporphyrin]iron(II) acetic acid solvate (3) and nitrosyl[meso-tetrakis(4-methoxyphenylporphyrin]iron(II) CH(2)Cl(2) solvate (4), were synthesized in quantitative yield by using a modified procedure with nitrous acid, followed by oxygen-atom abstraction by triphenylphosphine under an argon atmosphere. These nitrosyl porphyrins are in
Yong Ma et al.
Langmuir : the ACS journal of surfaces and colloids, 27(21), 13097-13103 (2011-09-21)
Chemically selective liposomal surface functionalization and liposomal microarray fabrication using azide-reactive liposomes are described. First, liposome carrying PEG-triphenylphosphine was prepared for Staudinger ligation with azide-containing biotin, which was conducted in PBS buffer (pH 7.4) at room temperature without a catalyst.

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