(3-Methoxybenzyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (3-Methoxybenzyl)triphenylphosphonium chloride
• CAS No.: 18880-05-2
• Molecular Formula: C26H24ClOP
• Molecular Weight: 418.903
• Hs Code.: 2931900090
• European Community (EC) Number: 805-870-2
• DSSTox Substance ID: DTXSID20464948
• Mol file: 18880-05-2.mol

Synonyms:18880-05-2;(3-Methoxybenzyl)triphenylphosphonium chloride;3-methoxybenzyltriphenylphosphonium chloride;(3-methoxyphenyl)methyl-triphenylphosphanium;chloride;MFCD09836189;Phosphonium, [(3-methoxyphenyl)methyl]triphenyl-, chloride (1:1);Phosphonium, [(3-methoxyphenyl)methyl]triphenyl-, chloride;C26H24ClOP;(3-methoxyphenyl)methyl-triphenyl-phosphanium Chloride;SCHEMBL5248234;DTXSID20464948;DPYDLIVUYPUXBV-UHFFFAOYSA-M;JSPJAIFEGTWFAK-UHFFFAOYSA-M;AKOS015900541;DS-2752;3-Methoxybenzyltriphenylphosphoniumchloride;SY019324;(3-Methoxybenzyl)triphenylphosphoniumchloride;?3-Methoxybenzyltriphenylphosphonium chloride;FT-0652771;M2463;(3-Methoxybenzyl)(triphenyl)phosphonium Chloride;A813265;(3-methoxyphenyl)methyl-triphenylphosphonium chloride;J-512787;(3-METHOXY)BENZYLTRIPHENYLPHOSPHORANE CHLORIDE;[(3-Methoxyphenyl)methyl](triphenyl)phosphanium chloride;[(3-METHOXYPHENYL)METHYL]TRIPHENYLPHOSPHANIUM CHLORIDE

Chemical Property of (3-Methoxybenzyl)triphenylphosphonium chloride

Chemical Property:

• Melting Point: 271-272 °C
• PSA: 22.82000
• LogP: 2.19330
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 418.1253301
• Heavy Atom Count: 29
• Complexity: 400

Purity/Quality:

99% ^*data from raw suppliers

(3-Methoxybenzyl)triphenylphosphonium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]
• Uses: (3-Methoxybenzyl)(triphenyl)phosphonium Chloride is an intermediate used in the synthesis of 2-Hydroxychrysene (H905340), which is a hydroxylated metabolite of Chrysene (C428000). Binding activity of 2-Hydroxychrysene to estrogenic receptor induces toxicity.

Technology Process of (3-Methoxybenzyl)triphenylphosphonium chloride

There total 4 articles about (3-Methoxybenzyl)triphenylphosphonium 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: 98.5%

triphenylphosphine (603-35-0) + m-methoxybenzyl chloride (824-98-6) → 3-methoxybenzyl-triphenylphosphonium chloride (18880-05-2)

Guidance literature:

In acetonitrile; for 12h; Heating;

DOI:10.1021/jm060639z

Reference yield: 61.0%

→ 3-methoxybenzyl-triphenylphosphonium chloride (18880-05-2)

Guidance literature:

Reference yield:

3-methoxybenzyl alcohol (6971-51-3) → 3-methoxybenzyl-triphenylphosphonium chloride (18880-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / SOCl₂; pyridine / benzene / 1 h / Heating

2: 76 percent / benzene / 6 h / Heating

With pyridine; thionyl chloride; In benzene;

upstream raw materials:

triphenylphosphine

m-methoxybenzyl chloride

3-methoxybenzyl alcohol

3-methoxy-benzaldehyde

Downstream raw materials:

1-methoxy-3-[(Z)-2-(3-methoxyphenyl)vinyl]benzene

(E)-3,3'-dimethoxystilbene

1,2-bis(3-methoxyphenyl)ethane

methyl (1S,3S)-3-[(Z)-2-(3-methoxyphenyl)ethen-1-yl]-2,2-dimethylcyclopropane-1-carboxylate

Refernces

• 1、 Nomura, Sayaka,Endo-Umeda, Kaori,Makishima, Makoto,Hashimoto, Yuichi,Ishikawa, Minoru. "Development of Tetrachlorophthalimides as Liver X Receptor β (LXRβ)-Selective Agonists". . p. 2347 - 2360. Retrieved 2016/10/25.
• 2、 Nomura, Sayaka,Endo-Umeda, Kaori,Aoyama, Atsushi,Makishima, Makoto,Hashimoto, Yuichi,Ishikawa, Minoru. "Styrylphenylphthalimides as Novel Transrepression-Selective Liver X Receptor (LXR) Modulators". supporting information. p. 902 - 907. Retrieved 2015/08/24.