Triphenylphosphonium bromide
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Triphenylphosphonium bromide
structure -
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CAS No:
6399-81-1
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Formula:
C18H15P.BrH
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Chemical Name:
Triphenylphosphonium bromide
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Synonyms:
Phosphine,triphenyl-,hydrobromide (1:1);Phosphine,triphenyl-,hydrobromide;Phosphine,triphenyl-,compd. with hydrobromic acid;Triphenylphosphine hydrobromide;Triphenylphosphonium bromide
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CAS No:
Triphenylphosphonium bromide Basic Attributes
343.2
342.017303
3633387
229-012-6
DTXSID70213928
29310095
Characteristics
0
4.40290
White to light beige Crystalline Powder or Chunks
202 °C
360ºC at 760 mmHg
181.7ºC
soluble in water.
-20°C
Safety Information
III
6.1
UN 3261 8/PG 3
3
22-34-36/37/38
26-36/37/39-45-36
C,Xi
Corrosive
Stable under normal temperatures and pressures.
P280-P305 + P351 + P338-P310
H302-H314
|Danger|H302 (88.37%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Triphenylphosphonium bromide Use and Manufacturing
A solution of 48percent aqueous hydrobromic acid (1mL, ca. 8.8 mmol) was added dropwise for 1 min to the stirring mixture oftriphenylphosphine (1.05 g, 4 mmol) in dioxane (8 mL) at room temperature, and warmed to70 °C. After the mixture was stirred at 70 °C for 12 h, the mixture was evaporated in vacuo.The residue was washed with ether, and the precipitate was dried in vacuo for 12 h at 40 °C togive 1a•HBr (1.34 g, 98percent) as a white solid; 1H NMR (400 MHz, DMSO-d6, 25 C) δ (ppm):7.53-7.59 (m, 6H, ArH), 7.60-7.67 (m, 9H, ArH), 10.60 (brs, 1H, PH). 13C NMR (100 MHz, DMSO-d6, 25 °C) δ (ppm): 128.77 (d, J = 11.4 Hz, Ar), 131.48 (d, J = 9.6 Hz, Ar), 132.05 (d, J = 1.9 Hz, Ar), 132.70 (d, J = 102 Hz, Ar).A solution of 1.05 g (4 mmol) of triphenylphosphine in 8 mL of 1, 4-dioxane was stirred at room temperature, After adding 1 mL (ca.8.8 mmol) of 48percent hydrobromic acid to the solution, Followed by stirring at 70 ° C. for 12 hours.After completion of the reaction, The residue obtained by distilling off the solvent was washed with diethyl ether, The residue was vacuum-dried at 40 ° C. for 12 hours, 1.34 g (yield 98percent) of triphenylphosphine hydrobromide as a white solid was obtained.
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.
Computed Properties
Molecular Weight:343.2
Hydrogen Bond Donor Count:1
Rotatable Bond Count:3
Exact Mass:342.01730
Monoisotopic Mass:342.01730
Heavy Atom Count:20
Complexity:202
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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