| Identification | More | [Name]
2-(Trimethylsilyl)ethoxymethyl chloride | [CAS]
76513-69-4 | [Synonyms]
2-(CHLOROMETHOXY)ETHYLTRIMETHYLSILANE
2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE
CHLOROMETHYL 2-TRIMETHYLSILYLETHYL ETHER
SEM-CHLORIDE
SEM-CI
SEM-CL
2-chloromethyl 2-(trimethylsilyl)ethyl ether
2-(Trimethylsilyl)ethoxymethyl chloride, technical grade
2-(TRIMETHYSILYL)-ETHOXYMETHYL CHLORIDE
2-(Trimethylsilyl)ethoxymethylchloride,stabilized,tech.
2-(Trimethylsilyl)ethoxymethyl chloride, tech., stabilized, 90%
2-ChloroethoxyMethyltrimethylsilane
-(trimethysilyl)-ethoxymethylchloride
Silane, 2-(chloromethoxy)ethyltrimethyl-
2-(Trimethylsilyl)ethoxymethyl Chloride (SEM-Cl)
2-(TRIMETHYLSILYL)ETHOXYMETHYLCHLORIDE , STABILIZED WITH IPR2MEN
{2-[(chloromethyl)oxy]ethyl}(trimethyl)silane
2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
(2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-chloride, SEM-Cl
2-(Trimethylsilyl)ethoxymethyl chloride, 90%, tech, stabilized | [EINECS(EC#)]
278-483-4 | [Molecular Formula]
C6H15ClOSi | [MDL Number]
MFCD00009919 | [Molecular Weight]
166.72 | [MOL File]
76513-69-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Boiling point ]
170-172 °C (lit.)
57-59 °C/8 mmHg (lit.) | [density ]
0.942 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.435(lit.)
| [Fp ]
116 °F
| [storage temp. ]
−20°C
| [solubility ]
Sol most organic solvents (pentane, CH2Cl2, Et2O,
THF, DMF, DMPU, HMPA) | [form ]
Liquid | [color ]
Clear colorless | [Specific Gravity]
0.95 | [Water Solubility ]
decomposes | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [Sensitive ]
Moisture Sensitive | [BRN ]
3587289 | [Stability:]
Unstable in Solution | [InChIKey]
BPXKZEMBEZGUAH-UHFFFAOYSA-N | [CAS DataBase Reference]
76513-69-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R10:Flammable.
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
8-10-21 | [TSCA ]
No | [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Physical properties]
bp 57–59 °C/8 mmHg; d 0.942 g cm?3. | [Uses]
2-(Trimethylsilyl)ethoxymethyl Chloride is a reagent used in the protection of alcohols, secondary aryl amines, and imidazole,
indole, and pyrrole nitrogens;electrophilic formaldehyde
equivalent; acyl anion equivalent,used in One-carbon Homologations, Cyclizations etc. | [General Description]
2-(Trimethylsilyl)ethoxymethyl chloride (SEM-Cl) is a widely used reagent for the preparation protection groups for amines, alcohols, phenols, and carboxy groups. The nitrogen of amides and sulfonamides groups are also protected by using SEM-Cl reagent. | [Purification Methods]
Dissolve SEMCl in pentane, dry it (MgSO4), evaporate and distil the residual oil in a vacuum. Stabilise it with 10ppm of diisopropylamine. Store it under N2 in a sealed container in a refrigerator. [Lipshutz & Pegram Tetrahedron Lett 21 3343 1980.] |
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