542-58-5

Usage

Uses

Gasoline additive, Henderson, US 3179506 (1965 to Shell).

InChI:InChI=1/C4H7ClO2/c1-4(6)7-3-2-5/h2-3H2,1H3

Upstream product

• 75-21-8 oxirane 
• 75-36-5 acetyl chloride 
• 123-91-1 1,4-dioxane 
• 5411-48-3 sulfuric acid bis-(2-chloroethyl) ester 
• 127-09-3 sodium acetate 
• 74-85-1 ethene 
• 79-20-9 acetic acid methyl ester 
• 542-59-6 2-hydroxyethyl acetate 
• 111-55-7 ethylene glycol diacetate 
• 62516-55-6 sulfurous acid bis-(2-chloro-ethyl ester) 
• 108-24-7 acetic anhydride 
• 18157-17-0 (2-chloroethoxy)trimethylsilane 
• 107-07-3 2-chloro-ethanol 
• 107-21-1 ethylene glycol 

Downstream Products

• 87-23-0 1-acetoxy-2-salicyloyloxy-ethane 
• 75-21-8 oxirane 
• 75-01-4 chloroethylene 
• 64-19-7 acetic acid 
• 5411-48-3 sulfuric acid bis-(2-chloroethyl) ester 
• 79-20-9 acetic acid methyl ester 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 14091-40-8 2-Acetoxyethyl-p-Iodobenzoate 
• 55943-38-9 2-acetoxyethyl L-3-(3,4-dihydroxyphenyl)2-methylalaninate 
• 1064-74-0 1,2-bis(triphenylphosphonio)ethane dichloride 
• 74-85-1 ethene 
• 542-59-6 2-hydroxyethyl acetate 
• 107-07-3 2-chloro-ethanol 
• 96240-17-4 2-(2-acetoxyethyl)-4-amino-5-phenyl-2,4-dohydro-1,2,4-triazol-3-one 

Relevant academic research and scientific papers

A potential “green” organotin: Bis-(methylthiopropyl)tin dichloride, [MeS (CH2)3]2SnCl2

The tetravalent organotin compound [MeS(CH2)3]2SnCl2, 1, has been synthesized in high yield and structurally characterized as being hexa-coordinate at tin with two intramolecular Sn-S bonds. The specific structure has been shown by theoretical calculations to be the low energy geometric structure available, and the differences associated with the experimental and calculated Sn-S bond lengths ascribed to crystal packing issues. The intramolecular Sn-S bonding produces a benign organotin compound with respect to its interactions with human natural killer cells; however, this blocking of coordination sites at Sn does not reduce its capacity to act as an efficient esterification catalyst.

Deep eutectic solvent choline chloride·2CrCl3·6H2O: An efficient catalyst for esterification of formic and acetic acid at room temperature

A highly efficient and selective method for esterification of formic and acetic acid with alcohols has been achieved at room temperature, with the choline chloride (ChCl)/chromium(iii) chloride hexahydrate (CrCl3·6H2O) deep eutectic solvent as a catalyst. High yields and good selectivities of organic esters are obtained using DES [ChCl][CrCl3·6H2O]2 with the molar ratio 5:1 (carboxylic acids:alcohols) at room temperature in 24 h. The ease of recovery and reusability of DES with high catalytic activity makes this method efficient and practical.

A method for esterification reaction rate prediction of aliphatic monocarboxylic acids with primary alcohols in 1,4-dioxane based on two parametrical taft equation

Esterification reaction rates of aliphatic monocarboxylic acids with primary alcohols in 1,4-dioxane as inert solvent were investigated. Acids were esterified with 1-propanol and alcohols with acetic acid as model reactants at a constant temperature of 60°C, at a fixed ionic strength and pH in a batch reactor with a constant volume. For evaluation of reaction rates, an exact kinetic equation for the equilibrium reaction was applied. Under these conditions and for low reactants, concentrations reaction rate depends only on the structure of reactants and, therefore, can be predicted by a correlation equation with two Taft coefficients (inductive and steric effects). From these equations, it is possible to estimate the esterification reaction rate constant for other acid-alcohol pairs. This methodology may also be suitable for other kinetic systems measured under comparable experimental conditions.

Chemoselective palladium-catalyzed oxidation of vinyl ether to acetate using hydrogen peroxide

A practical and environmental-friendly method was developed to convert vinyl ether into acetate by using a palladium complex with phosphine ligand and hydrogen peroxide. The only by-product is water. Chemoselective oxidation of vinyl ether and tert-enamides to form acetate and N-acetyl amide with hydrogen peroxide in the presence of palladium complex having phosphine ligand was developed under mild reaction conditions. This process is environmentally friendly because it uses hydrogen peroxide as a clean oxidant, with water being the only byprocuct.

Synthesis of acyloxyalkyl esters of thiocarbonic and dithiocarbamic acids

Reactions of acyloxyalkyl chloride with alkaline salts of alkylxanthic, butyltrithiocarbonic, and diethyldithiocarbamic acids afforded a series of acyloxyalkyl esters of various nature and positions of the acyl groups in the molecule.

Palladium-catalyzed oxidation of vinyl ether to acetate with hydrogen peroxide

The selective hydrogen peroxide oxidation of vinyl ethers to give acetates was developed using triphenylphosphine palladium and triethyl amine catalysts under mild reaction conditions.

Hydrogen-bond interactions of nicotine and acetylcholine salts: A combined crystallographic, spectroscopic, thermodynamic and theoretical study

The hydrogen-bond (HB) interactions of the monocharged active forms of nicotine and acetylcholine (ACh) have been compared theoretically by using density functional theory (DFT) calculations and experimentally on the basis of crystallographic observations and the measurement of equilibrium constants in solution. The 2,4,6-trinitrophenolate (picrate) counterion was used to determine the experimental HB basicity of the cations despite its potential multisite HB acceptor properties. The preferred HB interaction site of the ammonium picrate salts was determined from a survey of crystallographic data found in the Cambridge Structural Database (CSD) and is supported by theoretical calculations. Two distinct classes of ammonium groups were characterised depending on the absence (quaternary ammonium) or presence (tertiary, secondary and primary ammoniums) of an N+ H...O hydrogen bond linking the two ions. The crystal structure of nicotinium picrate was determined and compared with that of ACh. This analysis revealed the peculiar behaviour of the ammonium moiety of nicotinic acetylcholine receptor (nAChR) ligands towards the picrate anion. Dedicated methods have been developed to separate the individual contributions of the anion and cation accepting sites to the overall HB basicity of the ion pairs measured in solution. The HB basicities of the picrate anions associated with the two different ammonium classes were determined in dichloromethane solution by using several model ion pairs with non-basic ammonium cations. The experimental and theoretical studies performed on the nicotine and ACh cations consistently show the significant HB ability of the acceptor site of nAChR agonists in their charged form. Both the greater HB basicity of the pyridinic nitrogen over the carbonyl oxygen and the greater HB acidity of the N+H unit relative to N+CH could contribute to the higher affinity for nAChRs of nicotine-like ligands relative to ACh-like ligands.

CONVERSION OF A MULTIHYDROXYLATED-ALIPHATIC HYDROCARBON OR ESTER THEREOF TO A CHLOROHYDRIN

The present invention relates to a process for converting a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, by contacting the multihydroxylated-aliphatic hydrocarbon or ester thereof starting material with a source of a superatmospheric partial pressure of hydrogen chloride for a sufficient time and at a sufficient temperature, and wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts. In addition, certain catalysts of the present invention may be used in the present process at superatmospheric, atmospheric and subatmospheric pressure conditions with improved results.

Compound, retardation plate and method for forming optically anisotropic layer

A retardation plate having a high film strength and having an optical property is provided by using a biaxial liquid crystal compound, in which the direction having a minimum refractive index of the optically anisotropic thin layer almost coincides with the normal direction in the film plane of the retardation plate, and the retardation plate comprises a transparent support and at least one optically anisotropic layer containing a liquid crystal compound capable of expressing a biaxial liquid crystal phase, wherein the liquid crystal compound is a polymerizable compound and/or a polymer compound.

P2O5 / SiO2 as a mild and efficient reagent for acylation of alcohols, phenols and amines under solvent-free conditions

P2O5 / SiO2 is a highly efficient reagent for the acetylations of a variety of alcohols, phenols and amines with acetic anhydride under solvent-free conditions. Primary, secondary, allylic and benzylic alcohols, diols and phenols with electron-donating or withdrawing substituents can be easily acetylated in good to excellent yield.