| Identification | More | [Name]
Triphenylphosphine hydrobromide | [CAS]
6399-81-1 | [Synonyms]
TPH
TRIPHENYLPHOSPHINE HYDROBROMIDE
TRIPHENYLPHOSPHONIUM BROMIDE
Triphenylphosphoniumbromide,99.9%
Phosphine, triphenyl-, hydrobromide
Triphenylphosphine hydrobromide 97%
Phosphine, triphenyl-, compd. with hydrobromic acid | [EINECS(EC#)]
229-012-6 | [Molecular Formula]
C18H16BrP | [MDL Number]
MFCD00035107 | [Molecular Weight]
343.2 | [MOL File]
6399-81-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline powder or chunks | [Melting point ]
196 °C (dec.) (lit.) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder or Chunks | [color ]
White to light beige | [biological source]
rabbit | [Water Solubility ]
Soluble in water. | [BRN ]
3633387 | [InChI]
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 | [InChIKey]
CMSYDJVRTHCWFP-UHFFFAOYSA-N | [SMILES]
P(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.Br | [CAS DataBase Reference]
6399-81-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3261 8/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Corrosive | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29310095 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige crystalline powder or chunks | [Uses]
Triphenylphosphine hydrobromide is the hydrobromide salt of Triphenylphosphine, used in the preparation of uridine derivatives as substrate donor analogs of UDP-sugars for glycosyltransferases. Also used in the preparation of tensioactive and antibacterial deoxyglycoside compounds via catalysis.
| [Uses]
Triphenylphosphine hydrobromide is used as mild source of anhydrous HBr; catalyst for formation of THP ethers from tertiary alcohols; preparation of phosphonium salts. | [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 | [Synthesis]
The Preparative Method of Triphenylphosphine Hydrobromide: addition of anhydrous Hydrogen Bromide to an ethereal solution of Triphenylphosphine; addition of Ph3P to 48% aqueous HBr followed by CHCl3 extraction and drying.
| [References]
[1] Patent: US2018/170889, 2018, A1. Location in patent: Paragraph 0317
[2] Tetrahedron Letters, 2013, vol. 54, # 51, p. 7031 - 7034
[3] Patent: JP6210065, 2017, B2. Location in patent: Paragraph 0134
[4] Synthesis, 1988, # 2, p. 157 - 158
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 19, p. 5846 - 5850 |
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