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338389

Triphenylphosphine hydrobromide

Name: Triphenylphosphine hydrobromide
Brand: ALDRICH

97%

Synonym(s):

Ph3P · HBr, Ph₃P · HBr, Triphenylphosphonium bromide

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About This Item

Linear Formula:

(C₆H₅)₃P · HBr

CAS Number:

6399-81-1

Molecular Weight:

343.20

UNSPSC Code:

12352002

NACRES:

NA.22

PubChem Substance ID:

24860541

EC Number:

229-012-6

Beilstein/REAXYS Number:

3633387

MDL number:

MFCD00035107

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Properties

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

SMILES string

Br.c1ccc(cc1)P(c2ccccc2)c3ccccc3

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

InChI key

CMSYDJVRTHCWFP-UHFFFAOYSA-N

Description

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)

Azide-reactive liposome for chemoselective and biocompatible liposomal surface functionalization and glyco-liposomal microarray fabrication.

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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Global Trade Item Number

SKU	GTIN
338389-25G	04061838348791
338389-5G	04061833348291