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Merck
CN

190500

Sigma-Aldrich

丁基二甲基氯硅烷

reagent grade, 97%

别名:

TBDMSCl, 叔丁基(氯)二甲基硅烷, 叔丁基二甲基氯硅烷

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About This Item

线性分子式:
(CH3)3CSi(CH3)2Cl
CAS号:
分子量:
150.72
Beilstein:
505999
EC 号:
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

等级

reagent grade

质量水平

检测方案

97%

形式

solid

bp

125 °C (lit.)

mp

86-89 °C (lit.)

SMILES字符串

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

InChI

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

InChI key

BCNZYOJHNLTNEZ-UHFFFAOYSA-N

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应用

叔丁基二甲基氯硅烷(TBDMSCl)是一种有机硅化合物,可用作醇、胺、酰胺和各种羧酸的多功能保护试剂。它还用于通过α-溴代硝基烷烃和烯烃制备异噁唑啉N-氧化物。TBDMSCl可作为前体合成Ag/ZnO/石墨烯基纳米复合材料的硅基底,该纳米材料可用于形成有效的制氢光催化体系。

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说明
价格

警示用语:

Danger

危险声明

危险分类

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

WGK

WGK 2

闪点(°F)

71.6 °F

闪点(°C)

22 °C


分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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

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

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

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

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

    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.

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

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

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

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

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    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. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

New approach for the synthesis of isoxazoline-N-oxides
Kunetsky RA, et al.
Organic Letters, 5(25) (2003)
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis (1991)
Journal of the Chemical Society. Chemical Communications, 125-125 (1993)
Ag/ZnO/graphene-tert-butyldimethylsilyl chloride hybrid nanocomposite as highly efficient catalyst for hydrogen production
Attia YA
Materials Express, 6(3) (2016)
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)

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