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Merck
CN

93098

Sigma-Aldrich

Triphenylphosphine hydrobromide

purum, ≥96.0% (T)

Synonym(s):

Ph3P · HBr, Triphenylphosphonium bromide

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About This Item

Linear Formula:
(C6H5)3P · HBr
CAS Number:
Molecular Weight:
343.20
Beilstein:
3633387
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
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grade

purum

Assay

≥96.0% (T)

reaction suitability

reagent type: ligand

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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Other Notes

Mild reagent for the direct preparation of allylic phosphonium salts from allylic alcohols; Acidic catalyst for the cleavage of acetals, ethers and esters; formation of THP-ethers of tert-alcohols; Convenient and quantitative source of gaseous hydrogen bromide

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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P.A. Grieco et al.
The Journal of Organic Chemistry, 53, 3658-3658 (1988)
H R Sliwka et al.
Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 41(4), 245-252 (1987-04-01)
The structure of a sponge metabolite from Microciona prolifera, previously considered to be (6S)-2,3-didehydro- or 3,4-didehydro-gamma, chi-carotene, has been further studied. Attempted total synthesis of the 3,4-didehydro derivative provided the hitherto unknown gamma, chi-carotene, the synthesis of which is described.
V. Bolitt et al.
Tetrahedron Letters, 29, 4583-4583 (1988)
A. Hercouet et al.
Synthesis, 157-157 (1988)
H.J. Bestmann et al.
Justus Liebigs Annalen der Chemie, 709, 105-105 (1967)

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