(Methoxymethyl)triphenylphosphonium

Base Information

• Chemical Name: (Methoxymethyl)triphenylphosphonium
• CAS No.: 4009-98-7
• Molecular Formula: C20H20ClOP
• Molecular Weight: 342.805
• Hs Code.: 29310095
• Nikkaji Number: J215.716K
• Mol file: 4009-98-7.mol

Synonyms:(Methoxymethyl)triphenylphosphonium;50443-21-5;EINECS 223-664-5;AI3-60088;EC 223-664-5;SCHEMBL156465;methoxymethyltriphenylphosphorane;Methoxymethyltriphenylphosphonium;SDMCZCALYDCRBH-UHFFFAOYSA-;SDMCZCALYDCRBH-UHFFFAOYSA-N;NSC 49223;AKOS027322312;Phosphonium, (methoxymethyl)triphenyl-;methoxymethyl-triphenylphosphanium chloride;InChI=1/C20H20OP/c1-21-17-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16H,17H2,1H3/q+1

Chemical Property of (Methoxymethyl)triphenylphosphonium

Chemical Property:

• Appearance/Colour: White to almost white fine crystalline powder
• Melting Point: 185-195 °C (dec.)(lit.)
• Flash Point: >250 °C
• PSA: 22.82000
• LogP: 0.58840
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: >1100g/l soluble,(decomposition)
• Water Solubility.: decomposes
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 307.125177255
• Heavy Atom Count: 22
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

(Methoxymethyl)triphenylphosphonium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: (Methoxymethyl)triphenylphosphonium chloride is used as a phase transfer catalyst and in the synthesis of taxol-A fragment. It is widely used in the synthesis of pharmaceutical product cephalotaxine, which is used as an antiviral and antitumor agent. Intermediates of Liquid Crystals

Technology Process of (Methoxymethyl)triphenylphosphonium

There total 4 articles about (Methoxymethyl)triphenylphosphonium 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: 100.0%

chloromethyl methyl ether (107-30-2) + triphenylphosphine (603-35-0) → (methoxymethyl)triphenylphosphonium chloride (4009-98-7)

Guidance literature:

In dichloromethane; Reflux;

DOI:10.1055/s-0032-1318116

Reference yield: 98.8%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + triphenylphosphine (603-35-0) → (methoxymethyl)triphenylphosphonium chloride (4009-98-7)

Guidance literature:

With acetyl chloride; In methanol; at 20 - 50 ℃; for 8h;

Reference yield: 94.0%

Dimethoxymethane (109-87-5) + triphenylphosphine (603-35-0) → (methoxymethyl)triphenylphosphonium chloride (4009-98-7)

Guidance literature:

With acetyl chloride; In methanol; at 65 ℃; for 3h;

DOI:10.1016/j.tet.2021.132113

upstream raw materials:

formaldehyd

triphenylphosphine

chloromethyl methyl ether

Dimethoxymethane

Downstream raw materials:

1-(2-Hydroxyethyloxy)-2-phenyltetrahydro-azulen

(Z)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

1-benzyl-4-(methoxyethenyl)piperidine

Refernces

• 1、 Cheema, Zain Maqsood,Gondal, Humaira Yasmeen,Siddiqui, Hina,Choudhary, Muhammad Iqbal. "Solvent free synthesis of 1-alkoxyphosphonium chlorides for stereoselective multipurpose vinyl ethers". . p. 37 - 42. Retrieved 2019/07/05.
• 2、 -. "Berberine derivative and use thereof". Paragraph 0042; 0087-0088. . Retrieved 2018/06/15.