92749
Aldrich
2-(Trimethylsilyl)ethoxymethyl chloride
purum, ≥95.0% (GC)
| Synonym: | (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-chloride, SEM-Cl |
| CAS Number: | 76513-69-4 |
| Linear Formula: | (CH3)3SiCH2CH2OCH2Cl |
| Molecular Weight: | 166.72 |
| Beilstein Registry Number: | 3587289 |
| EC Number: | 278-483-4 |
| MDL number: | MFCD00009919 |
| PubChem Substance ID: | 24889710 |
Description
| Other Notes | Protecting-group reagent for alcohols and other functional groups selectively removable with Bu4NF 1,2,3; Protecting group for pyrroles and imidazoles, facilitating selective metalation 4; Reagent for the introduction of a protected C1 building block 5 |
Properties
| grade | purum |
| assay | ≥95.0% (GC) |
| refractive index | n |
| n | |
| bp | 170-172 °C(lit.) |
| 57-59 °C/8 mmHg(lit.) | |
| density | 0.942 g/mL at 25 °C(lit.) |
| shipped in | wet ice |
| storage temp. | 2-8°C |
Safety
| Personal Protective Equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
| Hazard Codes | C |
| Risk Statements | 10-34 |
| Safety Statements | 26-28-36/37/39-45 |
| RIDADR | UN2920 8/PG 2 |
| WGK Germany | 3 |
| Flash Point(F) | 114.8 °F |
| Flash Point(C) | 46 °C |
References
| Cited Reference | 1. B.H. Lipshutz, J.J. Pegram Tetrahedron Lett. 21, 3343, (1980) |
| 2. B.H. Lipshutz, T.A. Miller Tetrahedron Lett. 30, 7149, (1989) | |
| 3. T. Wada et al. Tetrahedron Lett. 36, 1683, (1995) | |
| 4. N. Fujina et al. Heterocycles 34, 303, (1992) | |
| 5. D. Crich, L.B.L. Lim Synlett, 117, (1990) | |
| Fieser | Fieser 10,431 / Fieser 15,344 / Fieser 16,361 |
| reference | Aldrich MSDS 1, 1798:C / Corp MSDS 1 (2), 3497:C / FT-IR 2 (3), 4367:C / FT-IR 1 (2), 1097:A / FT-NMR 1 (3), 657:A / RegBook 1 (2), 2967:F / Structure Index 1, 469:E:6 / Vapor Phase 3, 1640:C |
