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190500

Sigma-Aldrich

tert-Butyldimethylsilyl chloride

reagent grade, 97%

Sinonimo/i:

tert-Butyl(chloro)dimethylsilane, tert-Butyldimethylchlorosilane, TBDMSCl

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5 G
CHF 53.30
25 G
CHF 98.90
100 G
CHF 191.00
500 G
CHF 884.00

CHF 53.30


Disponibile per la spedizione il09 aprile 2025Dettagli


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Cambia visualizzazione
5 G
CHF 53.30
25 G
CHF 98.90
100 G
CHF 191.00
500 G
CHF 884.00

About This Item

Formula condensata:
(CH3)3CSi(CH3)2Cl
Numero CAS:
Peso molecolare:
150.72
Beilstein:
505999
Numero CE:
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

CHF 53.30


Disponibile per la spedizione il09 aprile 2025Dettagli


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Grado

reagent grade

Livello qualitativo

Saggio

97%

Stato

solid

P. ebollizione

125 °C (lit.)

Punto di fusione

86-89 °C (lit.)

Stringa SMILE

CC(C)(C)[Si](C)(C)Cl

InChI

1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3
BCNZYOJHNLTNEZ-UHFFFAOYSA-N

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Applicazioni

tert-Butyldimethylsilyl chloride (TBDMSCl) is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids.[1][2] It is also used in the preparation of isoxazoline N-oxides from α-bromonitroalkanes and olefins.[3] TBDMSCl is used as a precursor that forms a silicon substrate for Ag/ZnO/graphene-based nanocomposites to form effective photocatalytic system for hydrogen production.[4]

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 2 - Eye Dam. 1 - Flam. Sol. 1 - Skin Corr. 1A

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

71.6 °F - closed cup

Punto d’infiammabilità (°C)

22 °C - closed cup


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Certificati d'analisi (COA)

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I clienti hanno visto anche

Ag/ZnO/graphene-tert-butyldimethylsilyl chloride hybrid nanocomposite as highly efficient catalyst for hydrogen production
Attia YA
Materials Express, 6(3) (2016)
Journal of the Chemical Society. Chemical Communications, 125-125 (1993)
Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)
Firouzabadi H, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 166(1) (2000)
Roman A Kunetsky et al.
Organic letters, 5(25), 4907-4909 (2003-12-05)
A strategy for the synthesis of isoxazoline-N-oxides (cyclic five-membered nitronates) from primary nitro compounds and olefins is described. The key step of the process involves 1,3-dipolar cycloaddition of corresponding 1-bromosilyl nitronates with alkenes. [reaction: see text]
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis (1991)

Questions

1–8 of 8 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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  3. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. What types of compounds can Product 190500, tert-Butyldimethylsilyl chloride, be used as a protecting reagent for?

    1 answer
    1. This product is a versatile protecting reagent for amines, amides, and especially alcohols.

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  5. How can Product 190500, tert-Butyldimethylsilyl chloride, be used as a silylating reagent?

    1 answer
    1. When this compound was initially used as a silylation agent, it was found by E. J. Corey (J. Am. Chem. Soc. 1972, 94, 6192) to react very slowly and to give unsatisfactory yields with alcohols. Even forcing silylation techniques (excess silyl chloride, dry pyridine, elevated temperatures) were not successful. The use of 2.5 eq. imidazole as catalyst with 1.2 eq. of tert-butyldimethylsilyl chloride and dimethylformamide as solvent proved to be effective, and resulted in the mild conversion of various alcohols to tert-butyldimethylsilyl ethers in high yield.

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  6. How else can Product 190500, tert-Butyldimethylsilyl chloride, silylating reagent be used?

    1 answer
    1. This silylating agent can be used to determine conformation of cholesterol derivatives.

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  7. Is Product 190500, tert-Butyldimethylsilyl chloride, packaged under inert atmosphere?

    1 answer
    1. Since this product is readily hydrolyzed, we do package this product under nitrogen atmosphere.

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  8. What is the solubility of Product 190500, tert-Butyldimethylsilyl chloride?

    1 answer
    1. It is soluble in organic solvents such as chloroform, toluene, tetrahydrofuran (THF), and dichloromethane.  It reacts with water.

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