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| CAS No.: | 111-76-2 |
|---|---|
| Name: | 2-Butoxyethanol |
| Article Data: | 63 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H14O2 |
| Molecular Weight: | 118.176 |
| Synonyms: | 2-Butoxy-1-ethanol;2-n-Butoxyethanol;3-Oxa-1-heptanol;Bikanol B 1;Buchiseru;Butyl Cellosolve;Butyl Cellu-Sol;Butyl Glysolv;Butyl Oxitol;Butyl glycol;Butyl icinol;Butyl monoether glycol;C4E1;Chimec NR;DB solvent;Dowanol EB;EGBE;Eastman EB;Ektasolve EB;Ethylene glycol butyl ether;Ethylene glycolmono-n-butyl ether;Ethylene glycol monobutyl ether;Ethylene glycol n-butylether;2-Butoxyethanol; |
| EINECS: | 203-905-0 |
| Density: | 0.901 g/cm3 |
| Melting Point: | -70 °C |
| Boiling Point: | 167.7 °C at 760 mmHg |
| Flash Point: | 60 °C |
| Solubility: | miscible with water |
| Appearance: | clear colourless to light yellow liquid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/21/22-36/38 |
| Safety: | 36/37-46 |
| Transport Information: | UN 2369 |
| PSA: | 29.46000 |
| LogP: | 0.79540 |
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| Conditions | Yield |
|---|---|
| With dihydrogen peroxide Green chemistry; | 98.5% |
| Conditions | Yield |
|---|---|
| With aluminum tri-n-butoxide; acetic acid at 170℃; for 24h; Reagent/catalyst; Autoclave; | 97.75% |
| With MCM-41-500 ° C catalyst at 100℃; for 4h; Reagent/catalyst; Temperature; Autoclave; High pressure; | 86.8% |
| In dodecane at 100℃; Kinetics; |
| Conditions | Yield |
|---|---|
| With potassium aluminum sulfate at 170℃; for 24h; Reagent/catalyst; Autoclave; | A 93.1% B 6.63% |
| Conditions | Yield |
|---|---|
| Stage #1: -butyl vinyl ether With borane-ammonia complex In tetrahydrofuran at 90℃; for 3h; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 3h; | 59% |
| Conditions | Yield |
|---|---|
| With benzene at 100℃; |
| Conditions | Yield |
|---|---|
| With dimethyl sulfate at 130℃; |
- 71808-63-4
1,1-bis-(2-methoxy-ethoxy)-butane
A
- 111-76-2
2-Butoxyethanol
B
- 13343-98-1
1-(2-methoxy-ethoxy)-butane
| Conditions | Yield |
|---|---|
| With nickel at 200 - 240℃; under 51485.6 - 77228.3 Torr; Hydrogenation; |
- 10228-54-3
Methyl butoxyacetate
- 111-76-2
2-Butoxyethanol
| Conditions | Yield |
|---|---|
| With ethanol; copper oxide-chromium oxide at 200℃; under 147102 Torr; Hydrogenation; |
- 10397-22-5
butyl butoxyacetate
- 111-76-2
2-Butoxyethanol
| Conditions | Yield |
|---|---|
| With copper-chromium-iron at 280℃; under 95616 Torr; Hydrogenation; |
| Conditions | Yield |
|---|---|
| With sodium und anschliessenden Erhitzen mit 1-Brom-butan; |
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Consensus Reports
Standards and Recommendations
ACGIH TLV: 20 ppm (skin); Confirmed Animal Carcinogen.
DFG MAK: 20 ppm (98 mg/m3)
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
Analytical Methods
Specification
The 2-Butoxyethanol is an organic solvent with the formula BuOC2H4OH (Bu = CH3CH2CH2CH2). It belongs to the product categories of Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Its EINECS registry number is 203-905-0. With the CAS registry number 111-76-2, its IUPAC name is called 2-butoxyethanol. This chemical's classification codes are Human Data; Mutation Data; Reproductive Effect; Skin / Eye Irritant; Tumor Data. It is a colorless liquid with a sweet, ether-like odour.
Physical properties about 2-Butoxyethanol are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.8; (3)ACD/LogD (pH 7.4): 0.8; (4)ACD/BCF (pH 5.5): 2.37; (5)ACD/BCF (pH 7.4): 2.37; (6)ACD/KOC (pH 5.5): 64.62; (7)ACD/KOC (pH 7.4): 64.62; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.418; (12)Molar Refractivity: 33.12 cm3; (13)Molar Volume: 131.4 cm3; (14)Surface Tension: 29.8 dyne/cm; (15)Density: 0.899 g/cm3; (16)Flash Point: 60 °C; (17)Enthalpy of Vaporization: 47.06 kJ/mol; (18)Boiling Point: 167.7 °C at 760 mmHg; (19)Vapour Pressure: 0.552 mmHg at 25°C.
Preparation of 2-Butoxyethanol: 2-Butoxyethanol is produced by monoethoxylation of butanol. In 2006, the total European production of all butyl glycol ethers amounted to 181 kilotons per annum (kt/a), approximately 50% (90 kt/a) of which was 2-butoxyethanol. World production is estimated to be 200 to 500 kt/a, of which 75% is for paints and coatings.
C2H4O + BuOH → BuOC2H4OH
Uses of 2-Butoxyethanol: 2-Butoxyethanol is a solvent in paints and surface coatings, as well as cleaning products and inks. Other products that contain 2-butoxyethanol include acrylic resin formulations, asphalt release agents, firefighting foam, leather protectors, oil spill dispersants, degreaser applications, and photographic strip solutions. Other products containing 2-butoxyethanol as a primary ingredient include some whiteboard cleaners, liquid soaps, cosmetics, dry cleaning solutions, lacquers, varnishes, herbicides, and latex paints. It is the main ingredient of many home, commercial and industrial cleaning solutions.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing and gloves.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCOCCO
(2)InChI: InChI=1S/C6H14O2/c1-2-3-5-8-6-4-7/h7H,2-6H2,1H3
(3)InChIKey: POAOYUHQDCAZBD-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LC | inhalation | > 633ppm/1H (633ppm) | National Technical Information Service. Vol. OTS0572613, | |
| guinea pig | LD50 | oral | 1200mg/kg (1200mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941. |
| guinea pig | LD50 | skin | 230uL/kg (0.23mL/kg) | Toxicology and Applied Pharmacology. Vol. 7, Pg. 559, 1965. | |
| human | TCLo | inhalation | 100ppm (100ppm) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 50, 1974. |
| human | TCLo | inhalation | 195ppm/8H (195ppm) | GASTROINTESTINAL: NAUSEA OR VOMITING | AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956. |
| mammal (species unspecified) | LD50 | unreported | 1500mg/kg (1500mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986. | |
| mouse | LC50 | inhalation | 700ppm/7H (700ppm) | BEHAVIORAL: ANALGESIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA KIDNEY, URETER, AND BLADDER: HEMATURIA | Journal of Industrial Hygiene and Toxicology. Vol. 25, Pg. 157, 1943. |
| mouse | LD50 | intraperitoneal | 536mg/kg (536mg/kg) | Shell Chemical Company. Unpublished Report. Vol. -, Pg. 2, 1961. | |
| mouse | LD50 | intravenous | 1130mg/kg (1130mg/kg) | AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956. | |
| mouse | LD50 | oral | 1230mg/kg (1230mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER | AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956. |
| mouse | LD50 | unreported | 1050mg/kg (1050mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(11), Pg. 7, 1976. |
| mouse | LDLo | subcutaneous | 500mg/kg (500mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 42, Pg. 355, 1931. | |
| rabbit | LD50 | intraperitoneal | 220mg/kg (220mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 67, 1982. | |
| rabbit | LD50 | intravenous | 252mg/kg (252mg/kg) | AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956. | |
| rabbit | LD50 | oral | 300mg/kg (300mg/kg) | Yakkyoku. Pharmacy. Vol. 32, Pg. 1241, 1981. | |
| rabbit | LD50 | skin | 220mg/kg (220mg/kg) | Dow Chemical Company Reports. Vol. MSD-46, | |
| rat | LC50 | inhalation | 450ppm/4H (450ppm) | BEHAVIORAL: ATAXIA | Toxicology and Applied Pharmacology. Vol. 68, Pg. 405, 1983. |
| rat | LD50 | intraperitoneal | 220mg/kg (220mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 67, 1982. | |
| rat | LD50 | intravenous | 307mg/kg (307mg/kg) | AMA Archives of Industrial Health. Vol. 14, Pg. 114, 1956. | |
| rat | LD50 | oral | 470mg/kg (470mg/kg) | Dow Chemical Company Reports. Vol. MSD-46, | |
| rat | LD50 | unreported | 917mg/kg (917mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(11), Pg. 7, 1976. |
| women | TDLo | oral | 7813uL/kg (7.813mL/kg) | BEHAVIORAL: COMA VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Human Toxicology. Vol. 8, Pg. 243, 1989. |
| women | TDLo | oral | 600mg/kg (600mg/kg) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Human Toxicology. Vol. 7, Pg. 187, 1988. |