Methyltriphenylphosphonium bromide

Base Information

• Chemical Name: Methyltriphenylphosphonium bromide
• CAS No.: 1779-49-3
• Deprecated CAS: 131507-02-3,27200-84-6,2069974-10-1,1233518-83-6,2413994-38-2,2640505-88-8
• Molecular Formula: C19H18P·Br
• Molecular Weight: 357.23
• Hs Code.: 29310095
• European Community (EC) Number: 217-218-9
• NSC Number: 102058,20740
• UNII: LW2UZ3E9EG
• DSSTox Substance ID: DTXSID30883580
• Wikipedia: Methyltriphenylphosphonium_bromide
• ChEMBL ID: CHEMBL54469
• Mol file: 1779-49-3.mol

Synonyms:methyltriphenylphosphonium ion;TPMP;triphenylmethylphosphonium;triphenylmethylphosphonium bromide;triphenylmethylphosphonium iodide, (14)C-labeled

Chemical Property of Methyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.0000002 hPa
• Melting Point: 230-234 °C(lit.)
• Flash Point: >240°C
• PSA: 13.59000
• LogP: 0.61430
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 0.1 g/mL, clear
• Water Solubility.: 400 g/L (25 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 356.03295
• Heavy Atom Count: 21
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Methyltriphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: PTC catalyst 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. Methyltriphenylphosphonium bromide is used for methylenation through the Wittig reaction. It is utilized in the synthesis of an enyne and 9-isopropenyl -phenanthrene by using sodium amide as reagent. It is a lipophilic molecule and used to deliver molecules to specific cell components. Further, it acts as an antineoplastic agent.

Technology Process of Methyltriphenylphosphonium bromide

There total 34 articles about Methyltriphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.2%

methanol (67-56-1) + triphenylphosphine (603-35-0) → Methyltriphenylphosphonium bromide (1779-49-3)

Guidance literature:

With hydrogen bromide; at 110 ℃; for 8h;

Reference yield: 99.0%

methyl bromide (74-83-9) + triphenylphosphine (603-35-0) → Methyltriphenylphosphonium bromide (1779-49-3)

Guidance literature:

In benzene; at 20 ℃; for 4h;

DOI:10.1080/10426500701613030

Reference yield: 96.0%

triphenylphosphine (603-35-0) + trimethyl orthoformate (149-73-5) → Methyltriphenylphosphonium bromide (1779-49-3)

Guidance literature:

With ammonium bromide; at 110 ℃; for 4h; Sealed tube;

DOI:10.1016/j.tet.2020.131107

upstream raw materials:

methyl bromide

triphenylphosphine

diazomethane

triphenylphosphine hydrobromide

Downstream raw materials:

3β-hydroxy-10.13-dimethyl-17-methylene-gonene-(5)

cyclohexylidene-((E)-2-methylene-cyclohexyliden)-ethane

3-[(Z)-((1Z,5Ξ)-5-methoxy-2-methylene-cyclohexyliden)-ethylidene]-5α-cholestane

3-[(E)-((1E,5Ξ)-5-methoxy-2-methylene-cyclohexyliden)-ethylidene]-5α-cholestane

Refernces

• 1、 Pugh, Coleen,Baker, James S.,Storms, William K.. "Synthesis of a polymerizable benzocyclobutene that undergoes ring-opening isomerization at reduced temperature". . p. 148 - 152. Retrieved 2014.
• 2、 ?arek, Jan,Benická, Sandra,D?ubák, Petr,Frydrych, Ivo,Gurská, Soňa,Hajdúch, Marián,Kotulová, Jana,Li?ková, Barbora,Olejníková, Denisa,Pokorny, Jan,Urban, Milan. "Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters". . . Retrieved 2021/07/28.
• 3、 -. "Organic phosphine salt and optical physical property regulation and control method and application thereof (by machine translation)". Paragraph 0045-0053. . Retrieved 2020/05/30.