2-butoxyethanol
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| Names | |
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Preferred IUPAC name
2-Butoxyethan-1-ol
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| Other names
2-Butoxyethanol
Butyl cellosolve Butyl glycol Butyl monoether glycol EGBE (ethylene glycol monobutyl ether) Dowanol Bane-Clene Eastman EB solvent BH-33 industrial cleaner Solvaset 2-BE EGMBE Butyl oxitol Ektasolve Jeffersol EB Glycol ether |
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| Identifiers | |
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3D model (Jmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.003.550 |
| RTECS number | KJ8575000 |
| UNII | |
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| Properties | |
| C6H14O2 | |
| Molar mass | 118.18 g·mol−1 |
| Appearance | Clear, colorless liquid |
| Density | 0.90 g/cm3, liquid |
| Melting point | −77 °C (−107 °F; 196 K) |
| Boiling point | 171 °C (340 °F; 444 K) |
| Miscible (and in most organic solvents) | |
| Vapor pressure | 0.8 mmHg |
| Acidity (pKa) | high pKa for -OH group |
| Viscosity | 2.9 cP at 25 °C (77 °F) |
| Hazards | |
| Safety data sheet | MSDS by Mallinckrodt Baker |
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EU classification (DSD)
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Harmful (Xn) |
| R-phrases | R20/21/22-R36/38 |
| S-phrases | (S2)-S36/37-S46 |
| NFPA 704 | |
| Flash point | 67 °C (153 °F; 340 K) |
| 245 °C (473 °F; 518 K) | |
| Explosive limits | 1.1-12.7% |
| Lethal dose or concentration (LD, LC): | |
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LD50 (median dose)
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1230 mg/kg (mouse, oral) 470 mg/kg (rat, oral) 300 mg/kg (rabbit, oral) 1200 mg/kg (guinea pig, oral) 1480 mg/kg (rat, oral) |
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LC50 (median concentration)
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450 ppm (rat, 4 hr) 700 ppm (mouse, 7 hr) |
| US health exposure limits (NIOSH): | |
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PEL (Permissible)
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TWA 50 ppm (240 mg/m3) [skin] |
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REL (Recommended)
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TWA 5 ppm (24 mg/m3) [skin] |
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IDLH (Immediate danger)
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700 ppm |
| Related compounds | |
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Related ethers
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2-Methoxyethanol 2-Ethoxyethanol |
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Related compounds
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Ethylene glycol |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is   ?) |
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| Infobox references | |
2-Butoxyethanol is an organic compound with the chemical formula BuOC2H4OH (Bu = CH3CH2CH2CH2). This colorless liquid has a sweet, ether-like odor, as it derives from the family of glycol ethers, and is a butyl ether of ethylene glycol. As a relatively nonvolatile, inexpensive solvent of low toxicity, it is used in many domestic and industrial products because of its properties as a surfactant.
2-Butoxyethanol is commonly obtained through two processes; the ethoxylation reaction of butanol and ethylene oxide in the presence of a catalyst:
or the etherification of butanol with 2-chloroethanol. 2-butoxyethanol can be obtained in the laboratory by performing a ring opening of 2-propyl-1,3-dioxolane with boron trichloride. It is often produced industrially by combining ethylene glycol and butyraldehyde in a Parr reactor with palladium on carbon.
In 2006, the European production of butyl glycol ethers amounted to 181 kilotons, of which approximately 50% (90 kt/a) was 2-Butoxyethanol. World production is estimated to be 200 to 500 kt/a, of which 75% is for paints and coatings and 18% for metal cleaners and household cleaners. In the US, it is considered a High Production Volume Chemical because greater than 100 million pounds of this chemical is produced per year.
2-Butoxyethanol is a glycol ether with modest surfactant properties (and it can be used as a mutual solvent). In use since the 1930s, glycol ethers are solvents that dissolve both water-soluble and hydrophobic substances. Glycol ethers consist of two components, an alcohol and ether. According to the nature of alcohol, molecules of this class can be divided into two groups: E series and P series which correspond to ethylene and propylene respectively. Glycol ethers are selected for specific purposes, such as solubility, inflammability, and volatility.
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