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226890

Sigma-Aldrich

2-(Trimethylsilyl)ethanol

96%

Synonym(s):

(2-Hydroxyethyl)trimethylsilane

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About This Item

Linear Formula:
(CH3)3SiCH2CH2OH
CAS Number:
2916-68-9
Molecular Weight:
118.25
Beilstein:
1732034
EC Number:
220-844-5
MDL number:
MFCD00002825
UNSPSC Code:
12352000
PubChem Substance ID:
24853596
NACRES:
NA.22

Quality Level

200

Assay

96%

form

liquid

refractive index

n20/D 1.423 (lit.)

bp

71-73 °C/35 mmHg (lit.)

density

0.825 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)CCO

InChI

1S/C5H14OSi/c1-7(2,3)5-4-6/h6H,4-5H2,1-3H3

InChI key

ZNGINKJHQQQORD-UHFFFAOYSA-N

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Application

Protecting reagent for carboxyl and phosphate groups.
Used to synthesize Teoc-protected amines via alcoholysis of the corresponding isocyanates.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Precautionary Statements

P210

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

132.8 °F - closed cup

Flash Point(C)

56 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A Aberman et al.
Biochimica et biophysica acta, 791(2), 278-280 (1984-12-07)
Several trimethylsilyl derivatives were found to be ligands of acetylcholinesterase (acetylcholine acetylhydrolase, EC 3.1.1.7): trimethylsilylethyl acetate (III) and trimethylsilylmethyl acetate (V) are substrates of the enzyme, whereas trimethylsilylethanol (VIII) is a competitive inhibitor. The silicon compounds have kinetic parameters similar
Journal of the Chemical Society. Perkin Transactions 1, 2639-2639 (1993)
Seth L Crawley et al.
Organic letters, 8(18), 3995-3998 (2006-08-25)
A new protocol for generating aza-ortho-xylylenes via acid-catalyzed or fluoride-promoted ring opening of 2-(2-acylaminophenyl)aziridines is described. This methodology has been exploited in the rapid construction of a hexacyclic substructure of communesin B.
Tetrahedron Letters, 35, 757-757 (1994)
Synlett, 2670-2670 (2006)
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