Diphenoxymethane

Base Information

• Chemical Name: Diphenoxymethane
• CAS No.: 4442-41-5
• Molecular Formula: C13H12O2
• Molecular Weight: 200.237
• Hs Code.: 2909309090
• European Community (EC) Number: 224-669-5
• DSSTox Substance ID: DTXSID30196167
• Nikkaji Number: J205.825A
• Wikidata: Q83069247
• Mol file: 4442-41-5.mol

Synonyms:1,3-benzodioxole;methylene dioxybenzene;methylenedioxybenzene

Chemical Property of Diphenoxymethane

Chemical Property:

• Melting Point: 15oC
• Refractive Index: 1.5670-1.5690
• Boiling Point: 122 °C / 1.6mmHg
• Flash Point: 15 °C
• PSA: 18.46000
• Density: 1,11 g/cm3
• LogP: 3.10190
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 200.083729621
• Heavy Atom Count: 15
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diphenoxymethane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OCOC2=CC=CC=C2

Technology Process of Diphenoxymethane

There total 27 articles about Diphenoxymethane 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%

dichloromethane (75-09-2) + phenol (108-95-2,27073-41-2) → diphenoxymethane (4442-41-5)

Guidance literature:

With potassium hydroxide; octopus-type calixarene; at 40 ℃; for 24h; Product distribution; also with substituted phenols; effect of catalysts poly(ethylene glycol)diethyl ether, poly(ethylene glycol), benzyltrimethylammonium chloride, none; also with water solvent;

DOI:10.1246/cl.1988.1773

Reference yield: 90.0%

dichloromethane (75-09-2) + sodium phenoxide (139-02-6) → diphenoxymethane (4442-41-5)

Guidance literature:

With 1-n-butyl-3-methylimidazolim bromide; at 60 ℃; for 5h;

DOI:10.1080/00397910500281267

Reference yield: 90.0%

1,1-dibromomethane (74-95-3) + phenol (108-95-2,27073-41-2) → diphenoxymethane (4442-41-5)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; at 25 ℃; for 24h;

DOI:10.1080/00397919108016419

upstream raw materials:

diiodomethane

sodium phenoxide

dichloromethane

potassium phenolate

Downstream raw materials:

dichlorodiphenoxymethane

chlorodiphenoxymethane

Refernces

• 1、 Taniguchi, Hisaji,Otsuji, Yoshio,Nomura, Eisaku. "Catalytic Ability of Octopus-Type Calixarene in the Formation of Ethers from Phenols and Alkyl Halides or 1-Chloro-4-nitrobenzene". . p. 3563 - 3568. Retrieved 1995.
• 2、 Zhan, Lewu,Pan, Renming,Xing, Ping,Jiang, Biao. "An efficient method for the preparation of dialkoxymethanes from dichloromethane with alcohols catalyzed by a Cu-NHC complex". supporting information. p. 4036 - 4038. Retrieved 2016/08/18.
• 3、 Sun, Hongbin,Sun, Yuanhua,Tian, Xiaohua,Zhao, Yunxia,Qi, Xuan. "Nanosized ferric hydroxide catalyzed c-o cross-coupling of phenol and halides to generate phenoxy ether". . p. 6189 - 6191. Retrieved 2013/07/26.