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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:
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

Key Documents

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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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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)
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
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
Catherine J Smith et al.
Organic & biomolecular chemistry, 9(6), 1927-1937 (2011-02-02)
Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of
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