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| | (1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Basic information |
| Product Name: | (1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE | | Synonyms: | 2- 1-Ethoxy-1-trimethylsiloxylcyclopropane;(1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE 99%;(1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE;1-ETHOXY-1-TRIMETHYLSILOXYL CYCLOPROPANE;CYCLOPROPANONE ETHYL TRIMETHYLSILYL ACETAL;1-(Trimethylsilyloxy)-1-ethoxycyclopropane;1-Ethyloxy-1-(trimethylsilyloxy)cyclopropane;Trimethyl[(1-ethoxycyclopropyl)oxy]silane | | CAS: | 27374-25-0 | | MF: | C8H18O2Si | | MW: | 174.31 | | EINECS: | | | Product Categories: | | | Mol File: | 27374-25-0.mol |  |
| | (1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Chemical Properties |
| Boiling point | 50-53 °C/22 mmHg (lit.) | | density | 0.867 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.407(lit.) | | Fp | 79 °F | | storage temp. | Inert atmosphere,2-8°C | | solubility | insol H2O. | | form | Liquid | | color | Clear colorless | | Specific Gravity | 0.867 | | Hydrolytic Sensitivity | 7: reacts slowly with moisture/water | | BRN | 1924720 | | InChI | InChI=1S/C8H18O2Si/c1-5-9-8(6-7-8)10-11(2,3)4/h5-7H2,1-4H3 | | InChIKey | BZMMRNKDONDVIB-UHFFFAOYSA-N | | SMILES | C1(OCC)(O[Si](C)(C)C)CC1 | | CAS DataBase Reference | 27374-25-0 |
| Hazard Codes | Xi | | Risk Statements | 10-36/37/38 | | Safety Statements | 26-36-37/39-16 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | F | 10-21 | | HazardClass | 3.2 | | PackingGroup | III | | HS Code | 29319090 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| | (1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Usage And Synthesis |
| Chemical Properties | clear colorless liquid | | Physical properties | bp 50–53 °C/22 mmHg. | | Uses | The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane can be used as preparation of 3-metallopropionates; metal homoenolate
precursor; γ-hydroxy esters; cyclopentenones; 3-aminopropionates; cyclopropylamine formation; 1-aminocyclopropanecarboxylic acids and 1-aminocyclopropanephosphonic acids;
β- and γ-amino acids.
The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane is widely used in various reactions. Cyclization of optically pure β-halo esters gives cyclopropanone acetals enantiomerically pure at C-2 and a 1:1 diastereomeric mixture at C-1.
Use of Cyclopropanone Hemiacetals. Heating cyclopropanone hemiacetal at 100°Cin an aqueous buffer provides the cyclopropanone hydrate. It also serves as a source of homoenolate radical species with a catalytic amount of AgNO3. | | Uses | (1-Ethoxycyclopropoxy)trimethylsilane was used in the preparation of N-(1′-alkoxy)cyclopropyl-2-haloanilines. | | Preparation | For the synthesis of the parent and the
2-monoalkyl-substituted compounds, reduction of ethyl 3-
chloropropionate with sodium–potassium alloy in the presence
of chlorotrimethylsilane in ether. A recent modification using ultrasound irradiation is much more convenient and more
widely applicable. Other substituted derivatives are prepared
by cyclopropanation of alkyl silyl ketene acetals with the
Furukawa reagent (diiodomethane/diethylzinc). |
| | (1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Preparation Products And Raw materials |
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