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4,4'-Bis(trimethylsilyloxy)biphenyl is an organic compound with the chemical formula C16H24O2Si2. It is a derivative of biphenyl, where two hydroxyl groups are replaced by trimethylsilyl groups. 4,4'-Bis(trimethylsilyloxy)biphenyl is often used as a protecting group in organic synthesis, particularly for alcohols, due to its stability and ease of removal under mild conditions. The trimethylsilyl groups can be cleaved off using mild acidic or basic conditions, making it a versatile protecting group for a variety of applications in chemical research and pharmaceutical development.

1094-86-6

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1094-86-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1094-86-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,9 and 4 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1094-86:
(6*1)+(5*0)+(4*9)+(3*4)+(2*8)+(1*6)=76
76 % 10 = 6
So 1094-86-6 is a valid CAS Registry Number.

1094-86-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name trimethyl-[4-(4-trimethylsilyloxyphenyl)phenoxy]silane

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1094-86-6 SDS

1094-86-6Downstream Products

1094-86-6Relevant academic research and scientific papers

Silica-supported ferric chloride (silica-FeCl3): A reusable, easily controllable catalyst for the protection of hydroxyl groups under mild and ambient conditions

Shaterian, Hamid Reza,Ghashang, Majid,Hosseinian, Asghar

, p. 2108 - 2118 (2008)

Diverse alcohols, phenols, and naphthols were converted into their corresponding trimethylsilyl ether effectively with hexamethyldisilazane in the presence of silica-FeCl3 under solvent-free and ambient conditions with short reaction time in good to excellent yields. Work up procedure is easy, and the catalyst can be recovered by simple filtration and reused. Copyright Taylor & Francis Group, LLC.

Alumina perchloric acid (Al2O3-HClO4) as an efficient heterogeneous catalyst for modified preparation of trimethylsilyl ethers

Shaterian, Hamid Reza,Khorami, Fahimeh,Amirzadeh, Azita,Ghashang, Majid

, p. 2865 - 2874 (2008)

A highly efficient and mild procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, hindered secondary, tertiary, phenols, and oximes with hexamethyldisilazane (HMDS) using alumina perchloric acid (Al2O3-HClO4) as recyclable heterogeneous catalyst in excellent yields with short reaction times (3-65 min) under ambient conditions is described. Copyright Taylor & Francis Group, LLC.

Carbofunctional silacyclobutanes 1. Synthesis of 1-(ω-hydroxyalkyl)silacyclobutanes

Ushakov,Fedorova

, p. 901 - 910 (1996)

A four-step synthesis of 1-(ω-hydroxyalkyl)- and 1-(4-hydroxyphenyl)silacyclobutanes was carried out. The influence of the structure of the initial compounds and the reaction conditions on the ratio of the reaction products formed was studied. The stabili

A highly efficient method for the silylation of alcohols, phenols, and naphthols using HMDS in the presence of zinc oxide (ZnO) as economical heterogeneous catalyst

Shaterian, Hamid Reza,Ghashang, Majid

, p. 194 - 204 (2008)

Variety alcohols, phenols, and naphthols were effectively converted into their corresponding trimethylsilyl ether with hexamethyldisilazane in the presence of zinc oxide under very mild and ambient conditions with short reaction time in good to excellent yields.

Rh(I)-catalyzed O-silylation of alcohol with vinylsilane

Park, Jung-Woo,Chang, Hoon-Jo,Jun, Chul-Ho

, p. 771 - 775 (2006)

Silyl ethers can be produced from alcohols and vinylsilanes under a rhodium(I) catalyst. The reaction is believed to proceed through an O-H bond cleavage of alcohol by rhodium(I) complex and a subsequent hydride insertion into vinylsilane followed by β-silyl elimination of the resulting β-silylethyl rhodium(III) complex. Georg Thieme Verlag Stuttgart.

Preparation, characterization and use of 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable ionic liquid catalyst for the trimethylsilyl protection of hydroxyl groups and deprotection of the obtained trimethylsilanes

Shirini, Farhad,Khaligh, Nader Ghaffari,Akbari-Dadamahaleh, Somayeh

, p. 15 - 23 (2013/01/14)

Novel 1,3-disulfonic acid imidazolium hydrogen sulfate, a halogen-free ionic liquid, is a recyclable and eco-benign catalyst for the trimethylsilyl protection of hydroxyl groups at room temperature under solvent free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-5 min). Deprotection of the resulting trimethylsilanes can also be achieved using the same catalyst in methanol. The catalyst was characterized by IR, 1H NMR, 13C NMR and MS studies. All the products were extensively characterized by IR, 1H NMR, MS, and elemental and melting point analyses. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered and reused for several times without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification.

Preparation, characterization and use of 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate as an eco-benign, efficient and reusable ionic liquid catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups

Khaligh, Nader Ghaffari

experimental part, p. 63 - 70 (2011/12/02)

New and novel ionic liquid (3-methyl-1-sulfonic acid imidazolium hydrogen sulfate) is a recyclable and eco-benign catalyst for the chemoselective trimethylsilyl protection of hydroxyl groups under solvent-free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-8 min). The catalyst was characterized by FT-IR, 1H NMR and 13C NMR studies. All the products were extensively characterized by 1H NMR, IR, GC-MS and melting point analyses. A mechanism for the catalytic activity is proposed. The catalyst can be recovered and reused without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification.

Succinimide-N-sulfonic acid: A mild, efficient, and reusable catalyst for the chemoselective trimethylsilylation of alcohols and phenols

Shirini,Khaligh, Nader Ghaffari

experimental part, p. 2156 - 2165 (2012/04/10)

Succinimide-N-sulfonic acid (SuSA) is easily prepared by the reaction of succinimide with chlorosulfonic acid. This reagent is able to efficiently catalyze the chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS). All reactions were performed under mild reaction conditions, giving excellent yields. Copyright Taylor & Francis Group, LLC.

An efficient method for the silylation of hydroxyl groups with hexamethyldisilazane (HMDS) catalyzed by aluminum tris(dihydrogen phosphate) under solvent-free and ambient conditions

Shaterian, Hamid Reza,Ghashang, Majid,Riki, Nassrin Tajbakhsh,Asadi, Manijeh

, p. 841 - 845 (2008/12/20)

A highly efficient and mild procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, hindered secondary, tertiary, phenols, and oximes with hexamethyldisilazane (HMDS), using Al(H2PO4)3 as a recyclable heterogeneous catalyst at room temperature in a few minutes with excellent yields under solvent-free conditions is described.

Alumina sulfuric acid as an efficient and recyclable heterogeneous catalyst for the O-silylation of alcohols, phenols, and oximes

Shaterian, Hamid Reza,Khorami, Fahimeh,Amirzadeh, Azita,Ghashang, Majid,Hosseinian, Asghar

scheme or table, p. 2584 - 2595 (2009/08/15)

Alumina sulfuric acid as a recyclable catalyst conducts the transformation of various types of alcohol, phenols, and oximes with hexamethyldisilazane (HMDS) to the corresponding O-trimethylsilylated compounds in good to excellent yields under mild and ambient conditions with short reaction times. The method is highly selective for the conversion of primary alcohols in the presence of secondary and tertiary alcohols. Additionally, the catalyst can be easily recovered and reused at least eight times without detectable loss of reactivity.

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