|
|
| | 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Basic information |
| Product Name: | 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE | | Synonyms: | TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE;TRANS-1-METHOXY-3-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE;DANISHEFSKY'S DIENE;1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE;1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE;1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE;TRANS-1-METHOXY-3-TRIMETHYLSILOXY- &;1-Methoxy-3-(trimethylsiloxy)butadiene(Danishefsky`sDiene) | | CAS: | 54125-02-9 | | MF: | C8H16O2Si | | MW: | 172.3 | | EINECS: | 629-035-5 | | Product Categories: | | | Mol File: | 54125-02-9.mol |  |
| | 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Chemical Properties |
| Boiling point | 68-69 °C/14 mmHg (lit.) | | density | 0.885 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.454(lit.) | | Fp | 113 °F | | storage temp. | 2-8°C | | form | liquid | | Specific Gravity | 0.89 | | Appearance | Colorless to light yellow Liquid | | Water Solubility | Miscible with most organic solvents. Immiscible with water. | | Sensitive | Moisture Sensitive | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents | | Merck | 14,6001 | | BRN | 1616761 | | InChI | 1S/C8H16O2Si/c1-8(6-7-9-2)10-11(3,4)5/h6-7H,1H2,2-5H3/b7-6+ | | InChIKey | SHALBPKEGDBVKK-VOTSOKGWSA-N | | SMILES | CO\C=C\C(=C)O[Si](C)(C)C | | CAS DataBase Reference | 54125-02-9(CAS DataBase Reference) |
| Risk Statements | 10 | | Safety Statements | 23-24/25 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | F | 10-21 | | TSCA | No | | HazardClass | 3 | | PackingGroup | III | | HS Code | 2931900090 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Flam. Liq. 3 |
| | 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Usage And Synthesis |
| Uses | 1-Methoxy-3-trimethylsiloxy-1,3-butadiene is employed as a reagent in Mannich-Michael reaction for the synthesis of piperidinones and enaminones. As Diels-Alder diene, it is used in the synthesis of pyridones and pyranones, sulfone analogues of griseofulvin (sulfogriseofulvins) and 4H-1-aminopyrroles and 4, 5H-pyrazoles. | | General Description | trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene is a funtionalized Diels-Alder diene. Mukaiyama-Michael-type addition/heterocyclization of trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky′s diene) with 1,2-diaza-1,3-butadiene has been investigated. Asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehyde catalyzed by mesoporous inorganic/metalorganic hybrid materials has been reported. | | Purification Methods | It may contain up to 1% of the precursor 4-methoxybut-4-ene-2-one. It is easily purified by distilling through a Vigreux column (p 11) in a vacuum and taking the middle fraction. [Danishefsky & Kitihara J Am Chem Soc 96 7807 1974, Danishefsky Acc Chem Res 14 400 1981.] |
| | 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Preparation Products And Raw materials |
|