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338389

Sigma-Aldrich

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:
6399-81-1
Molecular Weight:
343.20
Beilstein/REAXYS Number:
3633387
EC Number:
229-012-6
MDL number:
MFCD00035107
UNSPSC Code:
12352002
PubChem Substance ID:
24860541
NACRES:
NA.22

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

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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_germany

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH8608
BCCG0579
BCCD0019
BCBM2830V
BCBM2829V

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Hamanaka, N.; Kosuge, S.; Iguchi, S.
Synlett, 139-139 (1990)
Kaila, N.; Blumenstein, M. et al.
The Journal of Organic Chemistry, 57, 4576-4576 (1992)
Zeinab Moradi-Shoeili et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 88, 210-215 (2012-01-10)
Dinuclear cis-dioxomolybdenum(VI) complex [{MoO(2)(Bz(2)Benzenediyldtc)}(2)] coordinated by a quadradentate dithiocarbamate (Bz(2)Benzenediyldtc(2-)=1,4-benzenediylbis(benzyldithiocarbamate)(2-)) has been prepared and characterized by elemental analysis, (13)C NMR, IR and UV-vis spectroscopy. The kinetics of the oxygen atom transfer between [{MoO(2)(Bz(2)Benzenediyldtc)}(2)] and PPh(3) was studied spectrophotometrically in CH(2)Cl(2)
Emily M Harcourt et al.
Nucleic acids research, 40(9), e65-e65 (2012-01-27)
MicroRNAs (miRNAs) are a class of RNAs that play important regulatory roles in the cell. The detection of microRNA has attracted significant interest recently, as abnormal miRNA expression has been linked to cancer and other diseases. Here, we present a
Su-Zhen Bai et al.
Molecules (Basel, Switzerland), 17(5), 5532-5543 (2012-05-11)
A new triphenylphosphine adduct of cyclopalladated ferrocenylpyridazine containing a chloride anion, 2a, has been synthesized from the reaction of the chloride-bridged palladacyclic dimer 1a with triphenylphosphine. The corresponding adducts 3a,b containing iodide anion have been readily prepared through anion exchange
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