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Trimethylsilyl 2-methoxybenzoate is an organic compound with the chemical formula C11H16O3Si. It is a derivative of 2-methoxybenzoic acid, where the carboxylic acid group is protected by a trimethylsilyl group. This protection is often used in organic synthesis to prevent unwanted reactions at the carboxylic acid site. The compound is a colorless liquid and is soluble in common organic solvents. It is used as a protecting group in the synthesis of various organic compounds, particularly in the preparation of pharmaceuticals and other specialty chemicals. The trimethylsilyl group can be removed under mild conditions when needed, making it a valuable tool in organic chemistry for controlling the reactivity of functional groups.

25436-32-2

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25436-32-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 25436-32-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,4,3 and 6 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 25436-32:
(7*2)+(6*5)+(5*4)+(4*3)+(3*6)+(2*3)+(1*2)=102
102 % 10 = 2
So 25436-32-2 is a valid CAS Registry Number.

25436-32-2Downstream Products

25436-32-2Relevant academic research and scientific papers

Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions

Jereb, Marjan,Lakner, Janja

, p. 5713 - 5723 (2016/08/23)

A broad set of structurally different carboxylic acids were transformed into their trimethylsilyl esters with HMDS in a practically completely solvent-free process, while a catalytic amount of iodine was required in some cases. The process has several advantages over the known methods: untreated reactants, air atmosphere, mild and neutral conditions, no evolution of hydrogen halide, no need of an additional base, low amount of waste, completely without chromatography, low consumption of energy, and operational simplicity.

Dealkylation of esters via treatment with N-(trimethylsilyl) diethylamine and methyl iodide

Yamamoto, Yasushi,Shimizu, Hideaki,Hamada, Yoshitaka

, p. 119 - 122 (2007/10/03)

A method for the conversion of esters to carboxylic acids has been reported. Reaction of methyl o-methoxybenzoate with N-(trimethylsilyl)diethylamine and methyl iodide, followed by hydrolysis, afforded o-methoxybenzoic acid with a 94% yield based on 96% conversion. Methyl esters of not only aromatic acids but also aliphatic acids were converted to the corresponding acids with high yields. A combination of N-(trimethylsilyl)dimethylamine and methyl iodide was also effective to give p-methylbenzoic acid with a 85% yield based on 90% conversion from the corresponding methyl ester.

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