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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
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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.)

functional group

hydroxyl

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[1] and phosphate[2][3][4] groups.
Used to synthesize Teoc-protected amines via alcoholysis of the corresponding isocyanates.[5][6]

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000380303
0000380303
0000245384
0000189082
0000189082

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Sigma-Aldrich

91415

(Triisopropylsiloxy)methyl chloride

Triethylsilanol 97%

Sigma-Aldrich

380423

Triethylsilanol

Tetrahedron Letters, 33, 7685-7685 (1992)
Synlett, 2670-2670 (2006)
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.
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
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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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