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289094

Sigma-Aldrich

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
Beilstein:
1732777
MDL number:
MFCD00010673
UNSPSC Code:
12352103
PubChem Substance ID:
24857384
NACRES:
NA.22
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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.[1][2] It is used:
  • For the preparation of α-chiral ether derivatives by catalytic asymmetric allylic substitution.[3]
  • As an initiator for the polymerization of 1,2 benzenedicarboxaldehyde.[4]
  • In the synthesis of enol silyl ethers.[2]

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

113.0 °F - closed cup

Flash Point(C)

45 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9345
MKCN9160
MKCC0115
MKBT5217V
MKBK9197V

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Ueno S and Hartwig J
Angewandte Chemie (International ed. in English), 47(10), 1928-1931 (2008)
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Questions

1–2 of 2 Questions  

  1. 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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  2. 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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