Tetramethylphosphonium bromide

Base Information

• Chemical Name: Tetramethylphosphonium bromide
• CAS No.: 4519-28-2
• Molecular Formula: C4H12P.Br
• Molecular Weight: 171.017
• Hs Code.: 2931900090
• European Community (EC) Number: 623-582-3
• NSC Number: 617067
• UNII: UU5JF93X66
• DSSTox Substance ID: DTXSID40326796
• Wikipedia: Tetramethylphosphonium_bromide
• ChEMBL ID: CHEMBL1995721
• Mol file: 4519-28-2.mol

Synonyms:Tetramethylphosphonium bromide;4519-28-2;Phosphonium, tetramethyl-, bromide;tetramethylphosphanium;bromide;NSC-617067;UU5JF93X66;UNII-UU5JF93X66;NSC617067;SCHEMBL125963;tetramethyl phosphonium bromide;CHEMBL1995721;DTXSID40326796;MFCD00011802;AKOS024257263;AS-19158;A12534

Chemical Property of Tetramethylphosphonium bromide

Chemical Property:

• PSA: 13.59000
• LogP: -1.47280
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 169.98600
• Heavy Atom Count: 6
• Complexity: 19.1

Purity/Quality:

99%, ^*data from raw suppliers

Tetramethylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[P+](C)(C)C.[Br-]
• Uses: Tetramethylphosphonium Bromide is halogenating agent; which is used in method of producing modified diene-containing (co)polymer.

Technology Process of Tetramethylphosphonium bromide

There total 2 articles about Tetramethylphosphonium 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:

methylmagnesium bromide (75-16-1) → tetramethylphosphonium bromide (4519-28-2)

Guidance literature:

With phosphorus trichloride; In diethyl ether;

DOI:10.1021/ja00782a035

Reference yield:

methyl bromide (74-83-9) → tetramethylphosphonium bromide (4519-28-2)

Guidance literature:

With phosphorus; at 230 ℃;

DOI:10.1002/hlca.19660490807

Reference yield: 89.0%

(S,Sp)-1-[α-ethyl-(3-(tert-butyldiphenylsilyloxy)propyl)]-2-aldehydeferrocene + tetramethylphosphonium bromide (4519-28-2) → (S,Rp)-1-[α-methyl-(3-(tert-butyldiphenylsilyloxy)propyl)]-2-vinylferrocene

Guidance literature:

tetramethylphosphonium bromide; With dibenzo-18-crown-6; potassium tert-butylate; In tetrahydrofuran; for 0.5h; Schlenk technique;

(S,Sp)-1-[α-ethyl-(3-(tert-butyldiphenylsilyloxy)propyl)]-2-aldehydeferrocene; In tetrahydrofuran; at 20 ℃; Schlenk technique;

upstream raw materials:

methyl bromide

methylmagnesium bromide

Downstream raw materials:

trimethyl(methylene)phosphorane

N,N-diphenyl-N-(4-vinylphenyl)amine

4-[N,N-bis-(3,4-dimethylphenyl)-amino] styrene

(3S)-3-allyl-1-methyl-3-phenyl-1,3-dihydroindol-2-one