Ethyl chloroformate ecf cautionary response information common synonyms liquid colorless to light yellow irritating odor reacts slowly with water. For the gas phase decomposition of ethyl chloroformate. Hydrolysis of 39 gives 1methylpiperazine 40, which. Rl johnson and vr stimson australian journal of chemistry 296 89 92 published. Since ethyl chloroformate hydrolyzes readily in water, atmospheric degradation may occur through dissolution into clouds or through contact with rain or other atmospheric water. Chloroformate, isobutyl chloroformate, secbutyl chloroformate, ethyl. Methyl chloroformate is incompatible with water, strong oxidizing agents, alcohols, bases including amines. It was used to develop flexible template strategy for the generation of nanometerscale templates. If eyes are contaminated wash immediately with clean water for at least 15 minutes. Additionally for the secondary chloroformate, iprococl, a solvent decomposition. There was no mutagenic effect of test material in the presence or absence of s9. High temperature unimolecular decomposition of ethyl chloroformate.
Firstaid measures general advice show this safety data sheet to the doctor in attendance. In the following concerted reaction, the product is formed by a h h a 6 disrotatory electrocyclisation b4 disrotatory electrocyclisation c 6 conrotatory electrocyclisation d 4 conrotatory electrocyclisation. It is a reagent used in organic synthesis for the introduction of the ethyl carbamate protecting group and for the formation of carboxylic anhydrides. Deuterium labelling shows that the thermal decomposition of ethyl chloroformate in the liquid phase yields chloroethane without rearrangement of the ethyl group. For example, benzyl chloroformate is used to introduce the cbz carboxybenzyl protecting group and fluorenylmethyloxycarbonyl chloride is used to introduce the fmoc protecting group. The activation energy for the gas phase decomposit. This material does not contain any class 1 ozone depletors. Ethyl chloroformate 97% chloroformic acid ethyl ester. Decomposes slowly in water to yield methanol, hcl, and co2. Comparison of the rates of hydrollsis of ethyl chloroformate uith the results of other. Ethyl chloroformate 450903 hydroxyquinoline sulfate, 8ethanedithiol, 1,2disecoctylphthalate. Identification of the substancemixture and of the companyundertaking 1.
Appendix 1 list of dangerous goods with their united nations number, dangerous goods class and. Catalytic impurity incidents involving the iron catalyzed decomposition of benzoyl chloroformate have caused several explosions. If the patient is likely to become unconscious, place and transport in stable sideways position recovery position. In laboratory discussions, people very often use name reactions to refer to experiments they are running or the chemical problems they are investigating. Methyl chloroformate, ethyl chloroformate, propyl chloroformate, isopropyl. Application of the grunwaldwinstein equations to studies. A suitable reagent combination for carrying out the following conversion is noh o. Ethyl chloroformate clcooc2h5 or c3h5clo2 cid 10928 structure. Solvolysisdecomposition of 2adamantyl chloroformate. Ethyl chloroformate 97% chloroformic acid ethyl ester sigmaaldrich. The thermal decomposition of ethyl chloroformate has been investigated behind reflected shock waves. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts j.
Temperature limits are based upon mechanical stress only. A simple example is methyl chloroformate, which is commercially available. May react vigorously or explosively if mixed with diisopropyl ether. Abstract elimination of ethylene from ethyl chloroformate. It was used as derivatization reagent to investigate stereochemical conversion of chiral nonsteroidal antiinflammatory drugs during derivatization reaction. Rates of hydrolysis of methyl, ethyl, propyl, and isopropyl chloroformate. The activation energy for the gas phase decomposition of ethyl chloroformate is 123 kj. The full text of this article hosted at is unavailable due to technical difficulties. One was dominant in 28 of the solvents, including tfewater compositions with. Hightemperature unimolecular decomposition of ethyl.
This material does not contain any hazardous air pollutants. It is shown that the initiation step proceeds through a molecular elimination to produce ethylene and chloroformic acid likely as in the case of ethyl formate. Description of first aid measures immediately remove contaminated clothing. Molbase encyclopedia provides ethyl chloroformate 5414 basic information, physical and chemical properties, safety information, toxicity, customs data, synthetic routes, maps, msds, generation methods and uses, and its upstream and downstream products, find ethyl chloroformate. Ethyl chloroformate cas no 5414 material safety data sheet sdsmsds. Concurrent additionelimination ae and ionization mechansims were proposed for ethyl chloroformate etococl, with the ionization s n 1type pathway being favored in the highly ionizing fluoroalcohol mixtures. The activation energy for the gas phase decomposition of. Ethyl chloroformate ecf product data sheet typical properties and values ethyl chloroformate is a colorless to light yellow liquid, with a pungent, mustardlike odor. Comparison of the secondary competing steps with ethyl formate.
Chloroformates are used as reagents in organic chemistry. Ethyl chloroformate decomposes slowly in water to form ethanol, hcl, and co2 attacks many metals especially in humid atmosphere handling chemicals safely 1980. Ethyl chloroformate was used in the synthesis of nitrile oxides. It causes severe burns when comes in contact with eyes andor skin, can be fatal if swallowed or inhaled. For the solvolyses of ethyl chloroformate, application of eqn. The iron presumably comes from corrosion of steel storage tanks loss. At last,ethyl chloroformate5414 safety, risk, hazard and msds, cas,cas number,use,cas no. The test material was completely soluble in ethanol. In the absence of s9, the average numbers of mutants in controls in. Certain chemicals will significantly reduce maximum safe operating temperatures. Ethyl chloroformate is the ethyl ester of chloroformic acid.
The name reaction is a type of shorthand that avoids. Hightemperature unimolecular decomposition of ethyl chloroformate. It is found that in the consecutive reaction of the produced acid. Ep0625496b1 method of decomposing an alkyl chloroformate. Chloroformates are popular in the field of chromatography. Ethyl chloroformate specification ethyl chloroformate appearance colorless to transparent liquid content 99. It is a reagent used in organic synthesis for the introduction of the ethyl carbamate protecting group and for the formation of carboxylic anhydrides safety. Chemicalbook cas database list ethyl chloroformate. Ecf chloroformic acid ethyl ester ethoxycarbonyl chloride ethyl. Lower chloroformates such as methyl and ethyl chloroformate hydrolyze.
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