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289094

Sigma-Aldrich

tert-Butyldimethylsilanol

99%

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Synonym(s):
1-(1,1-Dimethylethyl)-1,1-dimethylsilanol, tert-Butyl(hydroxy)dimethylsilane, tert-Butyldimethylsilanol, tert-Butyldimethylsilyl hydroxide, Dimethyl-tert-butylsilanol
Linear Formula:
(CH3)3CSi(CH3)2OH
CAS Number:
18173-64-3
Molecular Weight:
132.28
Beilstein:
1732777
MDL number:
MFCD00010673
UNSPSC Code:
12352103
PubChem Substance ID:
24857384
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.424 (lit.)

bp

139 °C/739 mmHg (lit.)

density

0.84 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)[Si](C)(C)O

InChI

1S/C6H16OSi/c1-6(2,3)8(4,5)7/h7H,1-5H3

InChI key

FGWRMMTYIZKYMA-UHFFFAOYSA-N

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Application

tert-Butyldimethylsilanol can be used as a silylating agent for the protection of hydroxyl groups via silylation. It is used:
  • For the preparation of α-chiral ether derivatives by catalytic asymmetric allylic substitution.
  • As an initiator for the polymerization of 1,2 benzenedicarboxaldehyde.
  • In the synthesis of enol silyl ethers.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Direct, Iridium-Catalyzed Enantioselective and Regioselective Allylic Etherification with Aliphatic Alcohols
Ueno S and Hartwig J
Angewandte Chemie (International ed. in English), 47(10), 1928-1931 (2008)
Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly (phthalaldehydes)
DiLauro AM, et al.
Macromolecules, 46(8), 2963-2968 (2013)
Enol Silyl Ethers via Copper (II)-Catalyzed C-O Bond Formation
Chan DG, et al.
Organic Letters, 13(10), 2778-2781 (2011)
Synthesis of hydrolytically stable porphyrin C-and S-glycoconjugates in high yields
Pasetto P, et al.
Chemical Communications (Cambridge, England), 81-82 (2001)
Wei Hong et al.
International journal of nanomedicine, 13, 6297-6309 (2018-10-24)
Multidrug-resistant (MDR) Streptococcus pneumonia constitute a major worldwide public health concern. In our preliminary study, PEGylated nano-self-assemblies of bacitracin A (PEGylated Nano-BA12K) showed strong antibacterial potency against reference S. pneumonia strain (ATCC 49619). In this study, the possibility of applying
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