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Ethyl cyanoformate
[CAS# 623-49-4]

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Complete supplier list of Ethyl cyanoformate
Identification
Classification Chemical reagent >> Organic reagent >> Ester >> Acid ester compound
Name Ethyl cyanoformate
Molecular Structure CAS # 623-49-4, Ethyl cyanoformate
Molecular Formula C4H5NO2
Molecular Weight 99.09
CAS Registry Number 623-49-4
EC Number 210-797-9
SMILES CCOC(=O)C#N
Properties
Density 1.1±0.1 g/mL, Calc.*, 1.013 g/mL (Expl.)
Index of Refraction 1.402, Calc.*, 1.382 (Expl.)
Boiling Point 115.5±9.0 ºC (760 mmHg), Calc.*, 115-116 ºC (Expl.)
Flash Point 24.4 ºC, Calc.*, 24 ºC (Expl.)
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol symbol   GHS02;GHS05;GHS06 Danger    Details
Hazard Statements H226-H301-H311-H314-H330-H331    Details
Precautionary Statements P210-P233-P240-P241-P242-P243-P260-P261-P262-P264-P270-P271-P280-P284-P301+P316-P301+P330+P331-P302+P352-P302+P361+P354-P303+P361+P353-P304+P340-P305+P354+P338-P316-P320-P321-P330-P361+P364-P363-P370+P378-P403+P233-P403+P235-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin corrosionSkin Corr.1BH314
Acute toxicityAcute Tox.3H311
Acute toxicityAcute Tox.3H331
Flammable liquidsFlam. Liq.3H226
Acute toxicityAcute Tox.3H301
Acute toxicityAcute Tox.2H310
Flammable liquidsFlam. Liq.2H225
Serious eye damageEye Dam.1H318
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.2H300
Acute toxicityAcute Tox.2H330
Transport Information UN 3275
SDS Available
up Discovory and Applicatios
Ethyl cyanoformate is a chemical compound that belongs to the family of cyanoformates, which are esters of cyanoformic acid. It is primarily used as a reagent in organic synthesis and plays a role in various chemical reactions due to its functional group, which contains both an ester and a nitrile. This compound has applications in both laboratory research and industrial processes.

The discovery and development of cyanoformates, including ethyl cyanoformate, can be traced back to research into organic reactions that utilize the cyano group for its electron-withdrawing properties. The compound itself is a relatively straightforward ester, formed by the reaction of cyanoformic acid with ethanol. The esterification process is well-understood in organic chemistry and serves as a key synthetic route for producing such chemicals.

Ethyl cyanoformate is used in the synthesis of various compounds in organic chemistry, particularly as an electrophilic reagent. It is commonly employed in the preparation of carbon-carbon and carbon-heteroatom bonds. Due to its reactivity, it participates in reactions with nucleophiles, including amines and alcohols, to form carbamates and esters, respectively. These reactions are of particular interest in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals.

In addition to its role in organic synthesis, ethyl cyanoformate has applications in the manufacturing of specialty chemicals. It can be used as an intermediate in the production of polymers, specifically those that require a nitrile group in their structure. This functional group contributes to the chemical stability and reactivity of the resulting polymers, which find use in various industries, including the production of coatings, adhesives, and other industrial materials.

Ethyl cyanoformate is also utilized in the production of certain active pharmaceutical ingredients (APIs) and agrochemicals, where the cyano and ester groups are integral to the molecular structure of the final products. The compound's reactivity allows it to be incorporated into more complex chemical architectures, which are key in the development of new therapeutic agents and agricultural products.

In conclusion, ethyl cyanoformate is a well-established chemical compound with specific uses in organic synthesis and industrial applications. Its discovery and development have contributed to various fields, particularly in the creation of compounds with significant pharmaceutical, agricultural, and polymeric properties.
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