287729-67-3

Upstream product

• 75-09-2 dichloromethane 
• 124-38-9 carbon dioxide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 31558-46-0 4-methoxybenzyl phenyl carbonate 
• 6125-24-2 2-Phenylnitroethane 
• 824-94-2 p-methoxybenzyl chloride 

Relevant academic research and scientific papers

Activation of Benzyl Aryl Carbonates: The Role of Cation-π Interactions

Benzyl aryl carbonates can react with a nucleophile to yield an activated electrophile and an aryloxide anion. Previously, we had utilized this in the synthesis of α-nitro esters from nitroalkanes. To further understand the process of activation of these carbonates by nucleophiles, we have performed kinetic studies on the hydrolysis of carbonates using nucleophiles. Rate constants for the hydrolysis were obtained under pseudo-first-order conditions with DABCO as the nucleophile. A comparison of rate constant for hydrolysis of isobutyl phenyl carbonate with benzyl phenyl carbonate shows that the presence of benzyl group results in a 16-fold acceleration of hydrolysis rate. This indicates that the transition state for activation of carbonate is stabilized by cation-π interactions. A comparison of the rate constant for various aromatic rings indicates that electron-donating substituents on the benzyl groups accelerate the rate of hydrolysis. Studies were also carried out with DMAP as nucleophile and the results are presented. Our studies show that stable carbonates can be activated using nucleophiles. Activated acyl groups generated from acid anhydrides have been used in several enantioselective reactions. Our studies show that carbonates can be stable alternatives to acid anhydrides.

Method for synthesis of organic carbonates

In the present invention, provided is a method for synthesizing organic carbonates, comprising the steps of providing a mixture solution of ionic liquid and alcohol activating reagent; introducing carbon dioxide sources with acidity and alkalinity to the mixture solution; and making the alcohol react with the carbon dioxide source and accordingly obtaining products through the binding of the alcohol and the carbon dioxide source.COPYRIGHT KIPO 2015

Metal-free synthesis of cyclic and acyclic carbonates from CO2 and alcohols

Diverse cyclic and acyclic carbonates such as ethylene carbonate, propylene carbonate, glycerol carbonate, and dimethyl carbonate were synthesized in moderate to good yields by the direct coupling of the corresponding alcohols with carbon dioxide in the absence of metal catalysts and inorganic bases. The direct carbonation mechanism of alcohols in the presence of 1,8-diazabicyclo[5. 4.0]undec-7-ene, 1-butyl-3-methylimidazolium hexafluorophosphate, and dibromomethane was probed by 18O-labeling experiments and chiral alcohol experiments.

Metal-Free Synthesis of Cyclic and Acyclic Carbonates from CO2 and Alcohols

Diverse cyclic and acyclic carbonates such as ethylene carbonate, propylene carbonate, glycerol carbonate, and dimethyl carbonate were synthesized in moderate to good yields by the direct coupling of the corresponding alcohols with carbon dioxide in the absence of metal catalysts and inorganic bases. The direct carbonation mechanism of alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, 1-butyl-3-methylimidazolium hexafluorophosphate, and dibromomethane was probed by 18O-labeling experiments and chiral alcohol experiments. Diverse cyclic and acyclic carbonates were synthesized in moderate to good yields by the direct coupling of alcohols with carbon dioxide in the absence of metal catalysts and inorganic bases. The direct carbonation mechanism of alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was probed by an 18O-labeling experiment and a chiral alcohol experiment.

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.

Method for producing symmetrical and asymmetrical carbonates

Process for the preparation of symmetrical and asymmetrical carbonates of the general formula I by reaction of alcohols of the general formula II and alkyl or aryl halides of the general formula III,R—OH??IIR′—HAL??IIIwith carbon dioxide and caesium carbonate at room temperature in dipolar aprotic solvents.