| Identification | More | [Name]
2-(TRIMETHYLSILYLOXY)FURAN | [CAS]
61550-02-5 | [Synonyms]
(2-FURANYLOXY)TRIMETHYLSILANE
2-(TRIMETHYLSILOXY)FURAN
2-(TRIMETHYLSILYLOXY)FURAN
TRIMETHYLSILYLOXYFURAN
2-(TRIMETHYLSILOXY)FURAN, STAB.
2-(Trimethylsilyloxy)furane
(2-Furyloxy)trimethylsilane
[(2-Furyl)oxy]trimethylsilane
2-Furyl(trimethylsilyl) ether
2-Furyloxytrimethylsilane
Trimethyl(2-furanyloxy)silane | [Molecular Formula]
C7H12O2Si | [MDL Number]
MFCD00011729 | [Molecular Weight]
156.25 | [MOL File]
61550-02-5.mol |
| Chemical Properties | Back Directory | [Boiling point ]
34-35 °C/9 mmHg (lit.) | [density ]
0.929 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.436(lit.)
| [Fp ]
76 °F
| [storage temp. ]
−20°C
| [solubility ]
sol most organic solvents, e.g. CH2Cl2, Et2O, benzene,
THF, MeCN. | [form ]
clear liquid | [color ]
Colorless to Light orange to Yellow | [Specific Gravity]
0.950 | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [BRN ]
1423066 | [CAS DataBase Reference]
61550-02-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 1993 3/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
No | [HS Code ]
2932.19.5100 | [HazardClass ]
3.2 | [PackingGroup ]
III |
| Hazard Information | Back Directory | [Physical properties]
bp 44–46 °C/17 mmHg; d 0.93 gmL?1. | [Uses]
2-(Trimethylsilyloxy)furan is a useful reagent for the preparation of natural and synthetic furanones with anticancer activity. | [Uses]
2-Trimethylsilyloxyfuran provides 5-substituted 2(5H)-furanones by alkylation, aldolization,
3 and conjugate addition; transforms quinones into furo-[3,2-b]benzofurans; useful for the four-carbon elongation of sugars. It is used in Synthetic Applications, Carbon–Heteroatom Bond Formation, Alkylation, Aldol-Type Reactions, Conjugate Addition, and Diels–Alder Reaction. | [Preparation]
Accessible by silylation of 2(5H)-furanone, which is obtained at very low cost by oxidation of furfural. | [Purification Methods]
Fractionally distil it using a short path column. 1H NMR in CCl4 has : 4.90 (dd, J 1.3Hz, 3H), 6.00 (t, J 3Hz, 4H) and 6.60 (m, 5H). [Yoshii et al. Heterocycles 4 1663 1976.] 4-Trimethylsilyloxy-3-penten-2-one (cis) (acetylacetone enol trimethylsilyl ether) [13257-81-3] M 172.3, b 66-68o/4mm, 61-63o/5mm, d 4 0.917, n D 1.452. Fractionally distil it and store it in glass ampoules which are sealed under N2. It hydrolyses readily in contact with moisture giving, as likely impurities, hexamethyldisiloxane and 2,4-pentanedione. [West J Am Chem Soc 80 3246 1958, Beilstein 4 IV 4003.] |
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