4442-41-5

Upstream product

• 75-11-6 diiodomethane 
• 139-02-6 sodium phenoxide 
• 75-09-2 dichloromethane 
• 100-67-4 potassium phenolate 
• 74-95-3 1,1-dibromomethane 
• 64-17-5 ethanol 
• 108-95-2 phenol 
• 56-23-5 tetrachloromethane 
• 20757-83-9 [1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide 
• 4431-86-1 chlorodiphenoxymethane 
• 109-65-9 1-bromo-butane 
• 71-43-2 benzene 
• 288-32-4 1H-imidazole 
• 100-39-0 benzyl bromide 

Downstream Products

• 4431-86-1 chlorodiphenoxymethane 
• 4885-03-4 dichlorodiphenoxymethane 

Relevant academic research and scientific papers

Catalytic Activity of an Octopus-type Calixarene on the Formation of Ethers

5,11,17,23,29,35-Hexa-p-tert-butyl-37,38,39,40,41,42-hexakis-(3,6,9-trioxadecyloxy)calixarene catalyzes the formation of an ether and bisphenoxymethanes through the Williamson synthesis.

Catalytic Ability of Octopus-Type Calixarene in the Formation of Ethers from Phenols and Alkyl Halides or 1-Chloro-4-nitrobenzene

The formation of ethers was catalyzed by 5,11,17,23,29,35-hexa-p-t-butyl-37,38,39,40,41,42-hexakis(3,6,9-trioxadecyloxy)calixarene (1).It was found that the calixarene-catalyzed reaction of phenol with benzyl bromide in the presence of KOH in CH2Cl2 yields only the O-alkylated product and this reaction proceeds according to Michaelis-Menten type kinetics.The calixarene 1 also catalyzed the reactions of phenols with dichloromethane and 1-chloro-4-nitrobenzene.

NHC-CDI Betaine Adducts and Their Cationic Derivatives as Catalyst Precursors for Dichloromethane Valorization

Zwitterionic adducts of N-heterocyclic carbene and carbodiimide (NHC-CDI) are an emerging class of organic compounds with promising properties for applications in various fields. Herein, we report the use of the ICyCDI(p-Tol) betaine adduct (1a) and its cationic derivatives2aand3aas catalyst precursors for the dichloromethane valorization via transformation into high added value products CH2Z2(Z = OR, SR or NR2). This process implies selective chloride substitution of dichloromethane by a range of nucleophiles Na+Z-(preformed or generatedin situfrom HZ and an inorganic base) to yield formaldehyde-derived acetals, dithioacetals, or aminals with full selectivity. The reactions are conducted in a multigram-scale under very mild conditions, using dichloromethane both as a reagent and solvent, and very low catalyst loading (0.01 mol %). The CH2Z2derivatives were isolated in quantitative yields after filtration and evaporation, which facilitates recycling the dichloromethane excess. Mechanistic studies for the synthesis of methylal CH2(OMe)2rule out organocatalysis as being responsible for the CH2transfer, and a phase-transfer catalysis mechanism is proposed instead. Furthermore, we observed that1aand2areact with NaOMe to form unusual isoureate ethers, which are the actual phase-transfer catalysts, with a strong preference for sodium over other alkali metal nucleophiles.

An efficient method for the preparation of dialkoxymethanes from dichloromethane with alcohols catalyzed by a Cu-NHC complex

A facile, rapid and efficient method for the preparation of dialkoxymethanes from dichloromethane with alcohols catalyzed by a Cu-NHC complex is reported. A variety of symmetrical dialkoxymethanes can be prepared under mild condition in excellent yields (up to 98%). The unsymmetrical ether is also obtained in 89% yield from the etherification of p-tolylmethanol and n-butyl chloride catalyzed by ICyCuCl complex at 80?°C. The reaction provides a new method for the preparation of dialkoxymethanes under mild conditions in excellent yields.

Copper Catalyzed sp3 C-H Etherification with Acyl Protected Phenols

A variety of acyl protected phenols AcOAr participate in sp3 C-H etherification of substrates R-H to give alkyl aryl ethers R-OAr employing tBuOOtBu as oxidant with copper(I) β-diketiminato catalysts [CuI]. Although 1°, 2°, and 3° C-H bonds may be functionalized, selectivity studies reveal a preference for the construction of hindered, 3° C-OAr bonds. Mechanistic studies indicate that β-diketiminato copper(II) phenolates [CuII]-OAr play a key role in this C-O bond forming reaction, formed via transesterification of AcOAr with [CuII]-OtBu intermediates generated upon reaction of [CuI] with tBuOOtBu.

Nanosized ferric hydroxide catalyzed c-o cross-coupling of phenol and halides to generate phenoxy ether

The iron-based catalyst can effectively catalyze the phenolic hydroxyl C-O bond formation reaction to give the corresponding phenoxy ethers. The reaction of phenol and methyl chloroacetate, for example, gives phenoxy acetic acid methyl ester in 98 % yield under the optimal reaction conditions. Among the iron-based catalysts, nanosized ferric hydroxide prepared through sol-gel method gives the best catalytic activity.

Synthesis of carbonates directly from 1 atm CO2 and alcohols using CH2Cl2

We introduced here a new one-pot, general procedure for the preparation of dialkyl carbonates from alcohols in a straightforward fashion under 1 atm pressure of CO2 using Cs2CO3 and CH 2Cl2 as key reagents.

Room-temperature ionic liquid-promoted Williamson's synthesis of ethers: A facile synthesis of diaryloxymethanes

A simple and efficient method has been developed for the synthesis of phenolic ethers using room-temperature ionic liquid, not only as solvent but also as promoter. Ionic liquid was recycled and subsequently reused without any loss of the product. Copyright Taylor & Francis, Inc.

Practical synthesis of diaryloxymethanes

Diaryloxymethanes were prepared by treating phenols with sodium hydride and dichloromethane in N-methyl-pyrrolidinone (NMP) at 40°C.

Practical synthesis of diaryloxymethanes

Diaryloxymethanes were prepared by treating phenols with sodium hydride and dichloromethane in N-methyl-pyrrolidinone (NMP) at 40°C.