| Identification | More | [Name]
Methyltriphenylphosphonium bromide | [CAS]
1779-49-3 | [Synonyms]
METHYLTRIPHENYLPHOSPHONIUM BROMIDE
TMP
TRIPHENYLMETHYLPHOSPHONIUM BROMIDE
Bromo(methyl)triphenylphosphorane
methyltriphenyl-phosphoniubromide
Phosphonium, methyltriphenyl-, bromide
Phosphonium,methyltriphenyl-,bromide
MethyltriphenylphosphoniumBromide>98%
METHYL TRIPHENYL PHOSPHONIUM BROMIDE LOW WATER
Methyltriphenylphosphanium bromide
Methy triphenylphosphonium | [EINECS(EC#)]
217-218-9 | [Molecular Formula]
C19H18BrP | [MDL Number]
MFCD00011804 | [Molecular Weight]
357.22 | [MOL File]
1779-49-3.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 1390 4.3/PG 2
| [WGK Germany ]
3
| [Autoignition Temperature]
410 °C | [TSCA ]
T | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29310095 | [Toxicity]
LD50 orally in Rabbit: 118 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Triphenylphosphine-->Methyl bromide-->Methanol | [Preparation Products]
4-Fluorostyrene-->4-Chloro-alpha-methylstyrene-->alpha-cyclopropylstyrene-->Cyclohexene, 2-ethenyl-1,3,3-trimethyl--->9-Decenoic acid, methyl ester-->4-VINYLBENZYL ACETATE-->4-IODOSTYRENE-->Benzoic acid, 2-ethenyl- (9CI)-->2-Hydroxystyrene-->1-Piperidinecarboxylic acid, 3-Methylene-, phenylMethyl ester-->Benzene, 1-ethenyl-2-(1-Methylethoxy)--->P-TRIMETHYLSILYL STYRENE-->4,4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE)-->3-VINYLBENZALDEHYDE-->2-methylenepropane-1,3-diyl diacetate |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
Methyltriphenylphosphonium Bromide is a lipophilic molecule with a cation allowing for it to be used to deliver molecules to specific cell components. Also considered an antineoplastic agent.
| [Uses]
PTC catalyst | [General Description]
Methyltriphenylphosphoniumbromide is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis.
Mettler-Toledo calibration substance ME 30130598, methyltriphenylphosphoniumbromide is ideal for use in the regular calibration of Mettler-Toledo melting point instrument. Its value is a mean of 6 to 12 iterations with a Mettler-Toledo MP70 Excellence instrument that is calibrated against primary standards. The melting point is validated by Capillary method according to European Pharmacopeia (2.2.14.) | [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
Triphenylphosphine (10.0 g, 38 mmol) and methanol (20 mL) were used as raw materials, and 48% hydrobromic acid was added sequentially in a 100 mL round bottom flask. The reaction mixture was heated and refluxed at 110 °C for 8 h. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure at 60 °C to give 13.3 g of white crystalline solid methyltriphenylphosphonium bromide in 99.2% yield. | [Purification Methods]
If the solid is sticky, wash it with *C6H6 and dry it in a vacuum over P2O5. [Marvel & Gall J Org Chem 24 1494 1959, Chem Ber 87 1318 1954, Milas & Priesing J Am Chem Soc 79 6295 1957, Wittig & Sch.llkopf Org Synth 40 66 1960.] The iodide, on recrystallisation from H2O, has m 187.5-188.5o [Mann et al. J Chem Soc 1130 1953, Wittig & Geissler Justus Liebigs Ann Chem 580 44 1953]. [Beilstein 16 IV 981.] | [References]
[1] Patent: CN107840792, 2018, A. Location in patent: Paragraph 0041; 0042
[2] Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 48, # 1-4, p. 279 - 280
[3] Synlett, 2014, vol. 25, # 1, p. 148 - 152 |
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