Compound: 2-METHOXYETHANOL
SMILES: O(CCO)C
InChIKey: XNWFRZJHXBZDAG-UHFFFAOYSA-N
Synonyms: 2-METHOXYETHANOL, 109-86-4, Methyl cellosolve, Ethylene glycol monomethyl ether, Ethanol, 2-methoxy-, Methyl oxitol, 2-Methoxy-1-ethanol, Dowanol EM, Methylglykol, EGME, Methoxyhydroxyethane, 3-Oxa-1-butanol, Monomethyl glycol, Glycol ether EM, Prist, Glycol monomethyl ether, 1-Hydroxy-2-methoxyethane, Jeffersol EM, MECS, Metil cellosolve, 2-Metossietanolo, Amsco-Solv EE, 2-Methoxy-aethanol, Methylcelosolv, methylcellosolve, Metoksyetylowy alkohol, 2-Methoxyethyl alcohol, Dowanol 7, beta-Methoxyethanol, HOCH2CH2OCH3, Monomethyl ether of ethylene glycol, Aethylenglykol-monomethylaether, Ethyleneglycol monomethyl ether, Glycolmethyl ether, Monoethylene glycol methyl ether, Monomethyl ethylene glycol ether, DTXSID5024182, 2-Hydroxyethyl methyl ether, Methyl ethoxol, Ether monomethylique de l'ethylene-glycol, EK1L6XWI56, HISOLVE MC, NSC-1258, DTXCID804182, CHEBI:46790, RefChem:87911, 203-713-7, 2-Methoxyethan-1-Ol, Methoxyethanol, Ethylene glycol methyl ether, .beta.-Methoxyethanol, 2-methoxy ethanol, 2-methoxy-ethanol, NSC 1258, MFCD00002867, ethylene glycol monomethylether, ethylene glycol-monomethyl ether, Methyl-cellosolve, Methoxy poly(ethylene glycol), Ethyleneglycol-monomethyl ether, Caswell No. 551, Methylglykol [German], Methylcelosolv [Czech], Metil cellosolve [Italian], 2-Metossietanolo [Italian], HSDB 97, 2-Methoxy-aethanol [German], CCRIS 5826, Metoksyetylowy alkohol [Polish], Poly(ethylene glycol) Methyl Ether Mn~2000, Poly(ethylene glycol) Methyl Ether Mn~5000, Ethan-1,1,2,2-d4-ol,2-methoxy-(9ci), EINECS 203-713-7, UN1188, UNII-EK1L6XWI56, EPA Pesticide Chemical Code 042202, Aethylenglykol-monomethylaether [German], BRN 1731074, 2methoxyethanol, Methyl icinol, AI3-18363, methylcello-solve, Ektasolve EM, O-Methyl Glycol, 2-methoxylethanol, Ethylene Glycol Monomehyl Ether; 2-Methoxyethanol; Ethyleneglycol-monomethyl ether, 2 -methoxyethanol, a-Methyl-?-hydroxypoly(oxy-1,2-ethanediyl); Polyoxyethylene Monomethyl Ether; Poly(Ethylene Oxide) Methyl Ether; Poly(Ethylene Oxide) Monomethyl Ether;, Ether monomethylique de l'ethylene-glycol [French], MOE, 2-(methoxy)ethanol, 2-(methyloxy)ethanol, Methyl Cellosolve(R), SCHEMBL310, EC 203-713-7, 2-Methoxyethanol ACS grade, ethyleneglycol monomethylether, SCHEMBL25911, 32718-54-0, 4-01-00-02375 (Beilstein Handbook Reference), WLN: Q2O1, SCHEMBL158305, 2-METHOXYETHANOL [MI], CHEMBL444144, dimethyleneglycol monomethylether, SCHEMBL1774372, SCHEMBL2118900, SCHEMBL2510039, SCHEMBL2928367, 2-METHOXYETHANOL [HSDB], SCHEMBL12015270, SCHEMBL12818694, CHEBI:53449, NSC1258, 2-METHOXYETHANOL [MART.], 2-METHOXYETHANOL [USP-RS], Tox21_301080, EBC-47519, MFCD00084416, MSK000071, STK399974, 2-Methoxyethanol, analytical standard, 2-Methoxyethanol, anhydrous, 99.8%, 2-Methoxyethanol, stabilized with BHT, AKOS000119041, DB02806, MSK000071-100M, RP10062, UN 1188, MSK000071-1000M, NCGC00163767-01, NCGC00163767-02, NCGC00163767-03, NCGC00163767-04, NCGC00254981-01, 2-Methoxyethanol, for synthesis, 99.0%, BP-13395, BP-14169, CAS-109-86-4, MPEG ~350 (Methoxypolyethylene Glycol), NCI60_000597, PD007624, 2-Methoxyethanol, for HPLC, >=99.9%, 2-Methoxyethanol 500 microg/mL in Methanol, M0111, NS00008378, EN300-19316, 2-Methoxyethanol, SAJ first grade, >=99.0%, 2-Methoxyethanol, JIS special grade, >=99.0%, 2-METHOXY-ETHANOL  (GLYCOLMONOETHYLETHER), 2-Methoxyethanol Solution in Methanol, 1000ug/mL, 2-Methoxyethanol Solution in Methanol, 100ug/mL, F043320, Q903362, F1908-0118, InChI=1/C3H8O2/c1-5-3-2-4/h4H,2-3H2,1H, Z104473522, 2-Methoxyethanol, for amino acid analysis, >=99.5% (GC), 2-Methoxyethanol, suitable for amino acid analysis, >=99.0%, Ethylene glycol monomethyl ether [UN1188]  [Flammable liquid], 2-Methoxyethanol, contains 50 ppm BHT as stabilizer, ACS reagent, >=99.3%, 2-Methoxyethanol, Pharmaceutical Secondary Standard; Certified Reference Material, 2-Methoxyethanol, puriss. p.a., ACS reagent, reag. Ph. Eur., >=99.5% (GC), 2-Methoxyethanol, ReagentPlus(R), >=99.0%, contains 50 ppm BHT as stabilizer, ?-Methyl-?-hydroxypoly(oxy-1,2-ethanediyl); Polyoxyethylene Monomethyl Ether; Poly(Ethylene Oxide) Methyl Ether; Poly(Ethylene Oxide) Monomethyl Ether;
Theoretical properties:
molecular_formula: C3H8O2
molecular_weight: 76.09 g/mol
exact_mass: 76.052429494 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 5
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless liquid
color: Colorless liquid
odor: Mild agreeable odor
boiling_point: 257 °F at 768 mmHg (NTP, 1992)
melting_point: -121.2 °F (NTP, 1992)
density: 0.966 at 68 °F (USCG, 1999) - Less dense than water; will float
solubility: greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)
flash_point: 107 °F (NTP, 1992)
vapor_pressure: 6.2 mmHg at 68 °F ; 10 mmHg at 71.6 °F (NTP, 1992)
Descriptions:
pubchem: Ethylene Glycol Monomethyl Ether can cause developmental toxicity and male reproductive toxicity according to an independent committee of scientific and health experts.
chebi: A hydroxyether that is ethanol substituted by a methoxy group at position 2.
wikipedia: 2-Methoxyethanol, or methyl cellosolve, is an organic compound with formula C3H8O2 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:

C2H5O+ + CH3OH → C3H8O2 + 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.
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.