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(4-isopropylphenoxy)trimethylsilane is an organosilicon compound characterized by a trimethylsilyl group (SiMe3) bonded to a 4-isopropylphenoxy moiety. (4-isopropylphenoxy)trimethylsilane is a colorless liquid with a molecular formula of C12H20OSi and a molecular weight of 204.37 g/mol. It is primarily used as a protecting group in organic synthesis, particularly for phenolic hydroxyl groups, due to its ability to form stable silyl ethers. The compound is also known for its applications in the synthesis of various pharmaceuticals and agrochemicals, as well as in the preparation of specialty materials. It is important to note that (4-isopropylphenoxy)trimethylsilane should be handled with care due to its potential toxicity and reactivity with moisture and air.

25237-77-8

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25237-77-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 25237-77-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,2,3 and 7 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 25237-77:
(7*2)+(6*5)+(5*2)+(4*3)+(3*7)+(2*7)+(1*7)=108
108 % 10 = 8
So 25237-77-8 is a valid CAS Registry Number.

25237-77-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-isopropylphenoxy)trimethylsilane

1.2 Other means of identification

Product number -
Other names 4-Me2CHC6H4OTMS

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:25237-77-8 SDS

25237-77-8Downstream Products

25237-77-8Relevant academic research and scientific papers

Chemoselective and catalytic trimethylsilylation of alcohols and phenols by 1,1,1,3,3,3-hexamethyldisilazane and catalytic amounts of PhMe 3N+Br3-

Ghorbani-Choghamarani, Arash,Cheraghi-Fathabad, Nasrin

, p. 1103 - 1106 (2010)

An efficient procedure for the trimethylsilylation of alcohols and phenols is presented. The combination of 1,1,1,3,3,3-hexamethyldisilazane and a catalytic amount of phenyltrimethylammonium tribromide (PhMe3N +Br3-) was found to be effective for the trimethylsilylation of alcohols and phenols. The protection reaction is very simple and homogenously performed in dichloromethane at room temperature and mild conditions.

Introduction of PEG-SANM nanocomposite as a new and highly efficient reagent for the promotion of the silylation of alcohols and phenols and deprotection of the silyl ethers

Shirini, Farhad,Shojaei, Abdollah Fallah,Heirati, Seyedeh Zahra Dalil

, p. 944 - 951 (2016/07/06)

Poly (ethylene glycol)-sulfonated sodium montmorillonite (PEG-SANM) nanocomposite was prepared by a simple method and characterized using XRD, TGA, SEM, TEM, and FT-IR techniques. After preparation and characterization, this reagent was used as a highly efficient and reusable solid acid catalyst for the chemoselective silylation of alcohols and phenols and deprotection of the obtained silyl ethers. Themethod offers several advantages including high to excellent yields of the products, short reaction times, easy preparation of the catalyst and easy work-up procedure. In addition, the catalyst can be recycled and reused at least for five times without significant decrease in the catalytic activity.

Rice husk: Introduction of a green, cheap and reusable catalyst for the protection of alcohols, phenols, amines and thiols

Shirini, Farhad,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali,Aliakbar, Ali-Reza

, p. 164 - 170 (2014/03/21)

A mild, efficient and eco-friendly protocol for the chemoselective protection of benzylic and primary and less hindered secondary aliphatic alcohols and phenols as trimethylsilyl ethers and different types of amines as N-tert-butylcarbamates is developed using rice husk (RiH) as the catalyst. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols and amines with acetic anhydride. Easy work-up, relatively short reaction times, excellent yields and low cost, availability and reusability of the catalyst are the striking features of this methodology, which can be considered to be one of the best and general methods for the protection of alcohols, phenols, thiols and amines. In addition, the use of a green reagent in the above-mentioned reactions results in a reduction of environmental pollution and of the cost of the applied methods.

Rice husk ash: A new, cheap, efficient, and reusable reagent for the protection of alcohols, phenols, amines, and thiols

Shirini,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali

, p. 577 - 586 (2014/06/09)

Amild, efficient, and eco-friendly protocol for the protection of alcohols and phenols as trimethylsilyl ethers has been developed using rice husk ash as a reagent. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols, and amines with acetic anhydride. All reactions were performed under mild conditions in good to high yields. Copyright

Polystyrene-gallium trichloride complex: A mild, highly efficient, and recyclable polymeric lewis acid catalyst for chemoselective silylation of alcohols and phenols with hexamethyldisilazane

Rahmatpour, Ali,Vakili, Ali,Azizian, Setare

, p. 443 - 451 (2013/12/04)

Polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this he

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.

Cu(NO3)2 · 3 H2O as an efficient reagent for the chemoselective trimethylsilylation of primary alcohols and oxidation of trimethylsilyl ethers

Shirini,Mashhadi-Nejad

experimental part, p. 376 - 381 (2012/04/04)

Cu(NO3)2 · 3 H2O can be used as an efficient reagent for the chemoselective trimethylsilylation of primary benzylic and aliphatic alcohols with hexamethyldisilazane (HMDS). This reagent is also able to oxidize the obtained trimethylsilyl ethers to the corresponding carbonyl compounds in the presence of wet SiO2 and KBr. In this study, all reactions are performed in the absence of a solvent and good-to-high yields are obtained.

Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)

Jereb, Marjan

experimental part, p. 3861 - 3867 (2012/06/30)

An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol %) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process.

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.

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