1,4-Butanediol vinyl ether
- Product Name1,4-Butanediol vinyl ether
- CAS17832-28-9
- MFC6H12O2
- MW116.16
- EINECS241-793-5
- MOL File17832-28-9.mol
Chemical Properties
| Melting point | -33 °C |
| Boiling point | 95 °C/20 mmHg (lit.) |
| Density | 0.939 g/mL at 25 °C (lit.) |
| vapor pressure | 0.3 hPa (20 °C) |
| refractive index | n |
| Flash point | 185 °F |
| storage temp. | Store at <= 20°C. |
| solubility | 75g/l |
| form | clear liquid |
| pka | 15.04±0.10(Predicted) |
| color | Colorless to Light yellow |
| Specific Gravity | 0.93 |
| explosive limit | 1.4-9.9%(V) |
| Water Solubility | 75 g/L (20 ºC) |
| InChI | 1S/C6H12O2/c1-2-8-6-4-3-5-7/h2,7H,1,3-6H2 |
| InChIKey | HMBNQNDUEFFFNZ-UHFFFAOYSA-N |
| SMILES | OCCCCOC=C |
| LogP | 0.43 at 25℃ |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/21/22-36/37/38-22-52/53 |
| Safety Statements | 26-36-24/25-61 |
| RIDADR | NA 1993 / PGIII |
| WGK Germany | 1 |
| Autoignition Temperature | 225 °C DIN 51794 |
| TSCA | TSCA listed |
| HS Code | 2909 49 80 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Acute Tox. 4 Oral Aquatic Chronic 3 Eye Irrit. 2 |
| Toxicity | LD50 orally in Rabbit: 1738 mg/kg LD50 dermal Rat > 2000 mg/kg |
Since 1,4-butanediol contains two hydroxyl groups and the product contains active vinyl ether functional groups, some side reactions will occur. For example, further reaction of HBVE with acetylene to generate divinyl ether, and self-condensation reaction of HBVE to form a cyclic acetal. A superbase catalytic system CsF–NaOH was developed for the preparation of HBVE at a temperature of 138–14 °C and under initial acetylene pressure of 1.0–1.2 MPa. The conversion of 1,4-butanediol was 100% and the total yield of the vinyl ethers was 80% at catalyst dosage (7 mol% CsF and 7 mol% NaOH based on 1,4-butanediol) and after reaction for 3 h. Some researchers also developed heterogeneous catalysts for the reaction of acetylene and 1,4-butanediol to obtain HBVE. Potassium hydroxide was supported on carriers such as aluminum oxide, molecular sieves, silica gel and zirconia.
