(Methyl)triphenylphosphonium bromide
Methyltriphenylphosphonium bromide
CAS: 1779-49-3
Molecular Formula: C19H18BrP
(Methyl)triphenylphosphonium bromide - Names and Identifiers
| Name | Methyltriphenylphosphonium bromide |
| Synonyms | bromomethane Methyl triphenyl pho triphenylphosphonium Methyltriphenylphosphine bromide methyltriphenyl-phosphoniubromide Bromo(methyl)triphenylphosphorane MethyltriphenylphosphoniumBromide METHYLTRIPHENYLPHOSPHONIUM BROMIDE TRIPHENYLMETHYLPHOSPHONIUM BROMIDE Triphenylmethylphosphonium Bromide Methyltriphenylphosphonium bromide Methyl Triphenylphosphonium Bromide (Methyl)triphenylphosphonium bromide Methyl Triphenyl Phosphonium Bromide Methyltriphenyl phosphorniuM broMide Phosphonium,methyltriphenyl-,bromide Phosphonium, methyltriphenyl-, bromide |
| CAS | 1779-49-3 |
| EINECS | 217-218-9 |
| InChI | InChI=1/C18H15P.CH3Br/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2/h1-15H;1H3/p+1 |
| InChIKey | LSEFCHWGJNHZNT-UHFFFAOYSA-M |
(Methyl)triphenylphosphonium bromide - Physico-chemical Properties
| Molecular Formula | C19H18BrP |
| Molar Mass | 357.22 |
| Melting Point | 230-234 °C (lit.) |
| Flash Point | >240°C |
| Water Solubility | 400 g/L (25 ºC) |
| Solubility | H2O: 0.1g/mL, clear |
| Vapor Presure | 0.0000002 hPa |
| Appearance | White powder |
| Color | White |
| BRN | 3599467 |
| PH | 6.0-6.5 (400g/l, H2O, 20℃) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Hygroscopic |
| MDL | MFCD00011804 |
| Physical and Chemical Properties | White crystals. Melting point 234-235 °c. |
| Use | for organic synthesis. |
(Methyl)triphenylphosphonium bromide - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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. |
| UN IDs | UN 1390 4.3/PG 2 |
| WGK Germany | 3 |
| TSCA | T |
| HS Code | 29310095 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 118 mg/kg |
(Methyl)triphenylphosphonium bromide - Introduction
Solubility in water: 400g/L (25°C), methanol solubility: 950g/L (20°C), soluble in fatty alcohol and chloroform, actually insoluble in aromatic hydrocarbons and acetone.
Last Update：2022-10-16 17:14:29
(Methyl)triphenylphosphonium bromide - Reference Information
| LogP | -1.18 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | methyl triphenylphosphine bromide is a solid quaternary phosphonium salt flame retardant. At present, halogen-containing flame retardants are widely used organic flame retardants with excellent flame retardant properties. However, when a fire occurs, halogen-containing flame retardants will release a large amount of smoke and toxic hydrogen halide gas, causing secondary hazards. With the promulgation of the EU RoHs and WEEE directives, the application of organic halogen-containing flame retardants in the fields of electronic and electrical equipment has been restricted. Therefore, the development of high-efficiency halogen-free flame retardants has become a very important topic. |
| Application | Methyl triphenylphosphine bromide can be used as a Wittig reagent for the preparation of alkenes and increase the carbon number of unsaturated carbon chains. The Ylide precursor of Wittig reaction is widely used in the synthesis of unsaturated bonds in liquid crystal materials. It is also widely used in organic synthesis. It is a good cationic phase conversion catalyst. |
| preparation | triphenylphosphine (0.0035mol), ammonium bromide (0.00355mol) and trimethyl orthoformate (1.5ml) were added to the two-neck flask in sequence, and stirrers were added. Heat reflux at 110 ℃ for 12 hours. After the reaction is completed, cool to room temperature, evaporate under reduced pressure to remove the solvent, and recrystallize with dichloromethane, ethyl acetate and petroleum ether. The obtained solid was washed with ethyl acetate and petroleum ether, and the white solid obtained after suction filtration was moved to a vacuum oven at 60°C for overnight drying to obtain a solid quaternary phosphonium salt flame retardant methyl triphenylphosphine bromide. |
| use | for organic synthesis. Wittig reagent, used to prepare alkenes and increase the carbon number of unsaturated carbon chains. The Ylide precursor of Wittig reaction is widely used in the synthesis of unsaturated bonds in liquid crystal materials. It is also widely used in organic synthesis. It is a good cationic phase conversion catalyst. Using the Wittig reaction, it is widely used in the methylene reaction; the Wittig alkylene salt, after closed-loop metathesis, is used to synthesize an alkyne that can provide a benzonitrogen heterocyclic system Wittig alkylene salt, recently used to synthesize alkyne, through the ring-closing metathesis reaction to generate benzozazepine ring system. Widely used in methylene through Wittig reaction. |
| production method | dissolve 55g of triphenylphosphine in 45ml of dried benzene, cool, add 28g of pre-cooled methyl bromide, and leave it at room temperature for 2 days after sealing. Then 500ml of hot benzene is mixed with the reaction mixture, the white solid is filtered and dried to obtain 70g of methyl triphenylphosphorus bromide. 99% yield. |
| spontaneous combustion temperature | 410°C |
Last Update：2024-04-10 22:29:15
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View History
(Methyl)triphenylphosphonium bromide
Yttrium(Iii) Sulfate Octahydrate, Reacton (Reo)
2-(三正丁基锡基)噁唑
BITTER ORANGE
3-甲氧基-4-甲基苯磺酰氯
S-扁桃酸
Bisoctyl Dimethyl Ammonium Chloride
Hexanoic acid, 6,6-diethoxy-
T-BUTYL 1-BENZHYDRYL-3-AZETIDINYLCARBAMATE
HYDROCHLORIC ACID - STANDARD VOLUMETRIC SOLUTION (6 M) - MERCURY-FREE
Yttrium(Iii) Sulfate Octahydrate, Reacton (Reo)
2-(三正丁基锡基)噁唑
BITTER ORANGE
3-甲氧基-4-甲基苯磺酰氯
S-扁桃酸
Bisoctyl Dimethyl Ammonium Chloride
Hexanoic acid, 6,6-diethoxy-
T-BUTYL 1-BENZHYDRYL-3-AZETIDINYLCARBAMATE
HYDROCHLORIC ACID - STANDARD VOLUMETRIC SOLUTION (6 M) - MERCURY-FREE