2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride

Base Information

• Chemical Name: 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride
• CAS No.: 82495-75-8
• Molecular Formula: C24H30OPSi.Cl
• Molecular Weight: 429.014
• European Community (EC) Number: 623-459-4
• DSSTox Substance ID: DTXSID20464605
• Mol file: 82495-75-8.mol

Synonyms:82495-75-8;2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride;SEM-triphenylphosphonium chloride;(Trimethylsilyl)ethoxymethyl triphenylphosphonium chloride;triphenyl(2-trimethylsilylethoxymethyl)phosphanium;chloride;MFCD00043159;triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride;2-(Trimethylsilyl)ethoxymethyl triphenylphosphonium chloride;Triphenyl[[2-(trimethylsilyl)ethoxy]methyl]phosphonium Chloride;Phosphonium, triphenyl[[2-(trimethylsilyl)ethoxy]methyl]-, chloride;SCHEMBL1781301;2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride;DTXSID20464605;NEUMNYXEDIPGJD-UHFFFAOYSA-M;AKOS015912909;SY105927;CS-0203557;FT-0641869;T1458;D95287;A864399;2-(Trimethylsilyl)ethoxymethyltriphenyl-phosphonium chloride;(2-(trimethylsilyl)-ethoxymethyl)triphenylphosphonium chloride;triphenyl-(2-trimethylsilanyl-ethoxymethyl) phosphonium chloride;triphenyl-(2-trimethylsilanyl-ethoxymethyl)phosphonium chloride;Triphenyl{[2-(trimethylsilyl)ethoxy]methyl}phosphanium chloride;2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride, 98%

Chemical Property of 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride

Chemical Property:

• Melting Point: 145-149 °C(lit.)
• PSA: 22.82000
• LogP: 2.29680
• Storage Temp.: 2-8°C
• Solubility.: Sol H2O and dichloromethane; sparingly soluble in THF.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 428.1492068
• Heavy Atom Count: 28
• Complexity: 369

Purity/Quality:

97% ^*data from raw suppliers

2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CCOC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]
• Physical properties: mp 165–169 °C.
• Uses: [2-(Trimethylsilyl)ethoxymethyl]- triphenylphosphonium chloride is a reagent undergoes deprotonation and yield formation permitting the construction of enol ethers from aldehydes and ketones. 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride is used in preparation of Benzodecalindiones as antitumor agents.

Technology Process of 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride

There total 2 articles about 2-(Trimethylsilyl)ethoxymethyltriphenylphosphonium Chloride 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: 94.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + triphenylphosphine (603-35-0) → 2-(trimethylsilyl)-ethoxymethylenetriphenylphosphonium chloride (82495-75-8)

Guidance literature:

In benzene; for 18h; Heating;

DOI:10.1021/ja00385a029

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 2-(trimethylsilyl)-ethoxymethylenetriphenylphosphonium chloride (82495-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / hydrogen chloride / 0.5 h

2: 94 percent / benzene / 18 h / Heating

With hydrogenchloride; In benzene;

DOI:10.1021/ja00385a029

Reference yield: 98.0%

C24H30N2O6S + 2-(trimethylsilyl)-ethoxymethylenetriphenylphosphonium chloride (82495-75-8) → C30H44N2O6SSi

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1021/ol050038m

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

triphenylphosphine

2-(Trimethylsilyl)ethanol

Downstream raw materials:

(2S)-(Z,Z)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienyl-p-toluenesulfonamide

(2S)-(Z,E)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienyl-p-toluenesulfonamide

(E,Z)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienyl-p-toluenesulfonamide

(E,E)-N,N-benzyl-2-<6-(2'-trimethylsilyl)ethoxy-4,5-dimethyl-1-phenyl>hexa-3,5-dienyl-p-toluenesulfonamide

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