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Merck
CN

289094

tert-Butyldimethylsilanol

99%

Synonym(s):

1-(1,1-Dimethylethyl)-1,1-dimethylsilanol, tert-Butyl(hydroxy)dimethylsilane, tert-Butyldimethylsilanol, tert-Butyldimethylsilyl hydroxide, Dimethyl-tert-butylsilanol

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About This Item

Linear Formula:
(CH3)3CSi(CH3)2OH
CAS Number:
18173-64-3
Molecular Weight:
132.28
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24857384
MDL number:
MFCD00010673
Beilstein/REAXYS Number:
1732777

Key Documents

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Product Name

tert-Butyldimethylsilanol, 99%

InChI

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

SMILES string

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

InChI key

FGWRMMTYIZKYMA-UHFFFAOYSA-N

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.)

Quality Level

200

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

113.0 °F - closed cup

flash_point_c

45 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9345
MKCN9160
MKCC0115
MKBT5217V
MKBK9197V

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Synthesis of hydrolytically stable porphyrin C-and S-glycoconjugates in high yields
Pasetto P, et al.
Chemical Communications (Cambridge, England), 81-82 (2001)
Enol Silyl Ethers via Copper (II)-Catalyzed C-O Bond Formation
Chan DG, et al.
Organic Letters, 13(10), 2778-2781 (2011)
Reproducible and scalable synthesis of end-cap-functionalized depolymerizable poly (phthalaldehydes)
DiLauro AM, et al.
Macromolecules, 46(8), 2963-2968 (2013)
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)
Corinne Nguyen et al.
Journal of medicinal chemistry, 49(14), 4183-4195 (2006-07-11)
We report the discovery of novel uracil-based acyclic compounds as inhibitors of deoxyuridine 5'-triphosphate nucleotidohydrolase (dUTPase), an enzyme involved in nucleotide metabolism that has been identified as a promising target for the development of antimalarial drugs. Compounds were assayed against
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