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305294

(Trimethylsilyl)methanol

Name: (Trimethylsilyl)methanol
Brand: ALDRICH

98%

Synonym(s):

(Hydroxymethyl)trimethylsilane

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About This Item

Linear Formula:

(CH₃)₃SiCH₂OH

CAS Number:

3219-63-4

Molecular Weight:

104.22

Beilstein/REAXYS Number:

1731486

EC Number:

221-746-5

MDL number:

MFCD00004596

UNSPSC Code:

12352100

PubChem Substance ID:

24858419

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assay

98%

refractive index

n20/D 1.419 (lit.)

bp

120-122 °C/754 mmHg (lit.)

density

0.826 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)CO

InChI

1S/C4H12OSi/c1-6(2,3)4-5/h5H,4H2,1-3H3

InChI key

ZQKNBDOVPOZPLY-UHFFFAOYSA-N

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Application

(Trimethylsilyl)methanol was employed as nucleophile to resolve the racemate obtained from enantioselective esterification of naproxen (2-(6-methoxy-2-naphthyl) propionic acid) by lipases.[1] It was also used as a nucleophilic hydroxymethylation agent.[2]

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H315,H319,H335

pcodes

P210 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

132.8 °F - closed cup

flash_point_c

56 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Sigma-Aldrich

386529

Chlorotrimethylsilane

Sigma-Aldrich

233803

3-(Trimethylsilyl)-1-propanol

Tetrahedron Letters, 28, 1847-1847 (1987)

Enantioselective esterification of racemic naproxen by lipases in organic solvent.

S W Tsai et al.

Enzyme and microbial technology, 16(4), 328-333 (1994-04-01)

Enantioselective esterification of naproxen, 2-(6-methoxy-2-naphthyl) propionic acid, was attempted by lipases in nearly anhydrous isooctane. The nature of the alcohol affects the reactivity and enantioselectivity of the lipase from Candida cylindracea. Alcohols containing a trimethylsilyl group are highly reactive and

Efficient kinetic resolution of (R,S)-1-trimethylsilylethanol via lipase-mediated enantioselective acylation in ionic liquids.

Wen-Yong Lou et al.

Chirality, 18(10), 814-821 (2006-08-19)

Efficient enantioselective acylation of (R,S)-1-trimethylsilylethanol {(R,S)-1-TMSE} with vinyl acetate catalyzed by immobilized lipase from Candida antarctica B (i.e., Novozym 435) was successfully conducted in ionic liquids (ILs). A remarkable enhancement in the initial rate and the enantioselectivity of the acylation

Trimethylsilyl hedgehogs - a novel class of super-efficient hydrocarbon surfactants.

Adam Czajka et al.

Physical chemistry chemical physics : PCCP, 19(35), 23869-23877 (2017-07-21)

Presented here are the results for a novel class of hydrocarbon surfactants, termed trimethylsilyl hedgehogs (TMS-hedgehogs), due to the presence of silicon in the tails. By comparing the surface properties of these hybrid hedgehogs to purely hydrocarbon equivalents, links between

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