2-Methoxyethanol

changed 477213892 2-Methoxyethanol 2-methoxyethanol-Line-Structure.svg 2-Methoxyethanol 2-methoxyethanol-3D-balls.png 2-Methoxyethanol 2-Methoxyethan-1-ol Ethylene glycol monomethyl etherEGMEMethyl Cellosolve2-MOE correct chemspider 7728 correct kegg D05554 1/C3H8O2/c1-5-3-2-4/h4H,2-3H2,1H3 XNWFRZJHXBZDAG-UHFFFAOYAC correct EBI 444144 8019 correct chemspider 1S/C3H8O2/c1-5-3-2-4/h4H,2-3H2,1H3 correct chemspider XNWFRZJHXBZDAG-UHFFFAOYSA-N correct CAS 109-86-4 correct drugbank DB02806 1731074 81877 correct EBI 46790 KL5775000 1188 203-713-7 correct FDA EK1L6XWI56 OCCOC C3H8O2 76.09 g/mol 0.965 g/cm3 Colorless liquid Ether-like −85 124 to 125 miscible 6 mmHg (20°C) 3 2 2 External MSDS 39 1.8–14% TWA 25 ppm (80 mg/m3) [skin]0401 200 ppm 1480 ppm (mouse, 7 hr)109864 Methyl cellosolve TWA 0.1 ppm (0.3 mg/m3) [skin] 2370 mg/kg (rat, oral)890 mg/kg (rabbit, oral)1480 mg/kg (mouse, oral)950 mg/kg (guinea pig, oral) 02 07 08 Danger 226 302 312 332 360 201 202 210 233 240 241 242 243 261 264 270 271 280 281 301+312 302+352 303+361+353 304+312 304+340 308+313 312 322 330 363 370+378 403+235 405 501 2-Methoxyethanol, or methyl cellosolve, is an organic compound with formula C 3 H 8 O 2 that is used mainly as a solvent. It is a clear, colorless liquid with an ether-like odor. It is in a class of solvents known as glycol ethers which are notable for their ability to dissolve a variety of different types of chemical compounds and for their miscibility with water and other solvents. It can be formed by the nucleophilic attack of methanol on protonated ethylene oxide followed by proton transfer: C 2 H 5 O + + CH 3 OH → C 3 H 8 O 2 + H + 2-Methoxyethanol is used as a solvent for many different purposes such as varnishes, dyes, and resins. It is also used as an additive in airplane deicing solutions. In organometallic chemistry it is commonly used for the synthesis of Vaska's complex and related compounds such as carbonylchlorohydridotris(triphenylphosphine)ruthenium (II). During these reactions the alcohol acts as a source of hydride and carbon monoxide. 2-Methoxyethanol is toxic to the bone marrow and testicles. Workers exposed to high levels are at risk for granulocytopenia, macrocytic anemia, oligospermia, and azoospermia.http://hazmap.nlm.nih.gov/category-details?id=113&table=copytblagents Occupational exposure guidelines 2014-03-28 https://web.archive.org/web/20160822003943/https://hazmap.nlm.nih.gov/category-details?id=113&table=copytblagents 2016-08-22 dead The methoxyethanol is converted by alcohol dehydrogenase into methoxyacetic acid which is the substance which causes the harmful effects. Both ethanol and acetate have a protecting effect. The methoxyacetate can enter the Krebs cycle where it forms methoxycitrate.F. Welsch, Toxicology Letters, 2005, volume 156, pages 13-28 Presence in interstellar space In 2024, a group led by researchers at the Massachusetts Institute of Technology reported the discovery of 2-methoxyethanol in a star-forming region within the nebula NGC 6334.Fried Z.T.P. etal 20 April 2024 Rotational Spectrum and First Interstellar Detection of 2-methoxyethanol Using ALMA Observations of NGC 6334I The Astrophysical Journal Letters 965 2 L23 10.3847/2041-8213/ad37ff free 2403.17341 2024ApJ...965L..23F 2041-8213 The discovery was made by examining in the laboratory the spectral signature of 2-methoxyethanol as the molecule was made to rotate. This signature was then sought in observational data for the region collected by the Atacama Large Millimeter Array, and 25 of its spectral lines were detected, constituting a secure identification of the molecule in the astronomical data. References Category:Glycol ethers Category:Hydroxyethyl compounds