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Names | |||
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Preferred IUPAC name Ethyl formate | |||
Systematic IUPAC name Ethyl methanoate | |||
Identifiers | |||
3D model (JSmol) | |||
906769 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.003.384 | ||
EC Number |
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PubChem CID | |||
RTECS number |
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UNII | |||
UN number | 1190 | ||
CompTox Dashboard (EPA) | |||
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Properties | |||
C3H6O2 | |||
Molar mass | 74.079 g·mol−1 | ||
Appearance | Colorless liquid [1] | ||
Odor | fruity [1] | ||
Density | 0.917 g/cm3 | ||
Melting point | −80 °C; −112 °F; 193 K | ||
Boiling point | 54.0 °C (129.2 °F; 327.1 K) | ||
9% (17.78°C) [1] | |||
Vapor pressure | 200 mmHg (20°C) [1] | ||
-43.00·10−6 cm3/mol | |||
Hazards | |||
Flash point | −20 °C; −4 °F; 253 K [1] | ||
Explosive limits | 2.8% - 16.0% [1] | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) | 1850 mg/kg (rat, oral) 1110 mg/kg (guinea pig, oral) 2075 mg/kg (rabbit, oral) [2] | ||
LCLo (lowest published) | 10,000 ppm (cat, 1.5 hr) 8000 ppm (rat, 4 hr) [2] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible) | TWA 100 ppm (300 mg/m3) [1] | ||
REL (Recommended) | TWA 100 ppm (300 mg/m3) [1] | ||
IDLH (Immediate danger) | 1500 ppm [1] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
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Infobox references | |||
Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). Ethyl formate has the characteristic smell of rum and is also partially responsible for the flavor of raspberries. [3] It occurs naturally in the body of ants and in the stingers of bees. [4]
Ethyl formate is generally recognized as safe by the U.S. Food and Drug Administration. [5]
According to the U.S Occupational Safety and Health Administration (OSHA), ethyl formate can irritate eyes, skin, mucous membranes, and the respiratory system of humans and other animals; it is also a central nervous system depressant. [6] In industry, it is used as a solvent for cellulose nitrate, cellulose acetate, oils, and greases. It can be used as a substitute for acetone; workers may also be exposed to it under the following circumstances: [6]
OSHA considers a time-weighted average of 100 parts per million (300 milligrams per cubic meter) over an eight-hour period as the permissible exposure limit. The U.S. National Institute for Occupational Safety and Health (NIOSH) also considers a time-weighted average of 100 ppm over an eight-hour period as the recommended exposure limit. [7]
Ethyl formate has been identified in dust clouds in an area of the Milky Way galaxy called Sagittarius B2. It is among 50 molecular species identified using the 30 metre IRAM radiotelescope. [3]
Isocyanate is the functional group with the formula R−N=C=O. Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers.
Ethyl acetate is the organic compound with the formula CH3−COO−CH2−CH3, simplified to C4H8O2. This colorless liquid has a characteristic sweet smell and is used in glues, nail polish removers, and in the decaffeination process of tea and coffee. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent.
The term immediately dangerous to life or health (IDLH) is defined by the US National Institute for Occupational Safety and Health (NIOSH) as exposure to airborne contaminants that is "likely to cause death or immediate or delayed permanent adverse health effects or prevent escape from such an environment." Examples include smoke or other poisonous gases at sufficiently high concentrations. It is calculated using the LD50 or LC50. The Occupational Safety and Health Administration (OSHA) regulation defines the term as "an atmosphere that poses an immediate threat to life, would cause irreversible adverse health effects, or would impair an individual's ability to escape from a dangerous atmosphere."
Ethylbenzene is an organic compound with the formula C6H5CH2CH3. It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as an intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99% of ethylbenzene produced was consumed in the production of styrene.
Chloroprene is the common name for 2-chlorobuta-1,3-diene (IUPAC name) with the chemical formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, a type of synthetic rubber. Polychloroprene is better known as Neoprene, the trade name given by DuPont.
Hydrogen selenide is an inorganic compound with the formula H2Se. This hydrogen chalcogenide is the simplest and most commonly encountered hydride of selenium. H2Se is a colorless, flammable gas under standard conditions. It is the most toxic selenium compound with an exposure limit of 0.05 ppm over an 8-hour period. Even at extremely low concentrations, this compound has a very irritating smell resembling that of decayed horseradish or 'leaking gas', but smells of rotten eggs at higher concentrations.
Dimethylacetamide (DMAc or DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high-boiling liquid is commonly used as a polar solvent in organic synthesis. DMA is miscible with most other solvents, although it is poorly soluble in aliphatic hydrocarbons.
2-Chloroethanol is a chemical compound with the formula HOCH2CH2Cl and the simplest chlorohydrin. This colorless liquid has a pleasant ether-like odor. It is miscible with water. The molecule is bifunctional, consisting of both an alkyl chloride and an alcohol functional groups.
Isopropyl acetate is an ester, an organic compound which is the product of esterification of acetic acid and isopropanol. It is a clear, colorless liquid with a characteristic fruity odor.
1,1,2-Trichloroethane, or 1,1,2-TCA, is an organochloride solvent with the molecular formula C2H3Cl3. It is a colourless, sweet-smelling liquid that does not dissolve in water, but is soluble in most organic solvents. It is an isomer of 1,1,1-trichloroethane.
2-Ethoxyethanol, also known by the trademark Cellosolve or ethyl cellosolve, is a solvent used widely in commercial and industrial applications. It is a clear, colorless, nearly odorless liquid that is miscible with water, ethanol, diethyl ether, acetone, and ethyl acetate.
An occupational hazard is a hazard experienced in the workplace. Occupational hazards can encompass many types of hazards, including chemical hazards, biological hazards (biohazards), psychosocial hazards, and physical hazards. In the United States, the National Institute for Occupational Safety and Health (NIOSH) conduct workplace investigations and research addressing workplace health and safety hazards resulting in guidelines. The Occupational Safety and Health Administration (OSHA) establishes enforceable standards to prevent workplace injuries and illnesses. In the EU a similar role is taken by EU-OSHA.
Ammonium sulfamate is a white crystalline solid, readily soluble in water. It is commonly used as a broad spectrum herbicide, with additional uses as a compost accelerator, flame retardant and in industrial processes.
Glycidol is an organic compound that contains both epoxide and alcohol functional groups. Being bifunctional, it has a variety of industrial uses. The compound is a slightly viscous liquid that is slightly unstable and is not often encountered in pure form.
A recommended exposure limit (REL) is an occupational exposure limit that has been recommended by the United States National Institute for Occupational Safety and Health. The REL is a level that NIOSH believes would be protective of worker safety and health over a working lifetime if used in combination with engineering and work practice controls, exposure and medical monitoring, posting and labeling of hazards, worker training and personal protective equipment. To formulate these recommendations, NIOSH evaluates all known and available medical, biological, engineering, chemical, trade, and other information. Although not legally enforceable limits, RELS are transmitted to the Occupational Safety and Health Administration (OSHA) or the Mine Safety and Health Administration (MSHA) of the U.S. Department of Labor for use in promulgating legal standards.
Chloroacetyl chloride is a chlorinated acyl chloride. It is a bifunctional compound, making it a useful building block chemical.
Methyl cyanoacrylate (MCA) is an organic compound that contains several functional groups: a methyl ester, a nitrile, and an alkene. It is a colorless liquid with low viscosity. Its chief use is as the main component of cyanoacrylate glues. It can be encountered under many trade names. Methyl cyanoacrylate is less commonly encountered than ethyl cyanoacrylate.
Diethylethanolamine (DEAE) is a chemical compound with the molecular formula C6H15NO. It is used as a precursor in the production of a variety of chemical commodities such as the local anesthetic procaine. It can be reacted with 4-aminobenzoic acid to make procaine. DEAE can be used as a precursor for DEAE-cellulose resin, which is commonly used in ion exchange chromatography. DEAE can also be conveniently obtained from renewable sources. It is chemically stable and able to absorb carbon dioxide (CO2) from its surroundings. In solution, it can decrease the surface tension of water when the temperature is increased.
EPN is an insecticide of the phosphonothioate class. It is used against pests such as European corn borer, rice stem borer, bollworm, tobacco budworm, and boll weevil.
Parathion methyl, or methyl parathion, is an organophosphate insecticide, possessing an organothiophosphate group. It is structurally very similar to parathion-ethyl. It is not allowed for sale and import in nearly all countries around the world, while a few allow it under subject to specified conditions only.