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4-(trimethylsilyl)benzoic acid is a chemical compound with the molecular formula C11H14O2Si. It is a derivative of benzoic acid, featuring a trimethylsilyl group attached to the 4-position of the benzene ring. 4-(trimethylsilyl)benzoic acid is known for its role as a protecting group in organic synthesis, allowing the trimethylsilyl group to be removed under mild conditions to expose the free carboxylic acid group. It also serves as a building block in the synthesis of pharmaceuticals and agrochemicals, and is a key intermediate in the preparation of various organic compounds, making it widely used in research and industrial applications.

15290-29-6

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15290-29-6 Usage

Uses

Used in Organic Synthesis:
4-(trimethylsilyl)benzoic acid is used as a protecting group for carboxylic acids during organic synthesis. The trimethylsilyl group can be easily removed under mild conditions, revealing the free carboxylic acid group, which is crucial for the synthesis of complex organic molecules.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-(trimethylsilyl)benzoic acid is utilized as a building block for the synthesis of various drugs. Its ability to protect and later reveal the carboxylic acid group makes it a valuable component in the development of new medicinal compounds.
Used in Agrochemical Synthesis:
Similarly, in agrochemical synthesis, 4-(trimethylsilyl)benzoic acid serves as a building block for the creation of pesticides and other agricultural chemicals. Its protective properties and role in the synthesis process are essential for developing effective and targeted agrochemicals.
Used in Research and Development:
4-(trimethylsilyl)benzoic acid is a key intermediate in the preparation of a variety of organic compounds. It is extensively used in research and development settings to explore new chemical reactions, synthesize novel compounds, and improve existing synthetic routes.
Used in Industrial Applications:
Due to its versatility and reactivity, 4-(trimethylsilyl)benzoic acid is widely used in industrial applications for the large-scale production of organic compounds, pharmaceuticals, and agrochemicals. Its ability to protect carboxylic acid groups simplifies the synthesis process and contributes to the efficiency of industrial chemical production.

Check Digit Verification of cas no

The CAS Registry Mumber 15290-29-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,2,9 and 0 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 15290-29:
(7*1)+(6*5)+(5*2)+(4*9)+(3*0)+(2*2)+(1*9)=96
96 % 10 = 6
So 15290-29-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O2Si/c1-13(2,3)9-6-4-8(5-7-9)10(11)12/h4-7H,1-3H3,(H,11,12)

15290-29-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-trimethylsilylbenzoic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid, 4-(trimethylsilyl)-

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:15290-29-6 SDS

15290-29-6Relevant academic research and scientific papers

Direct carboxylation of simple arenes with CO2 through a rhodium-catalyzed C-H bond activation

Suga, Takuya,Mizuno, Hajime,Takaya, Jun,Iwasawa, Nobuharu

supporting information, p. 14360 - 14363 (2015/02/19)

Direct carboxylation of simple arenes under atmospheric pressure of CO2 is achieved through a rhodium-catalyzed C-H bond activation without the assistance of a directing group. Various arenes such as benzene, toluene, xylene, electron-rich or electron-deficient benzene derivatives, and heteroaromatics are directly carboxylated with high TONs. This journal is

MgCl2-accelerated addition of functionalized organozinc reagents to aldehydes, ketones, and carbon dioxide

Metzger, Albrecht,Bernhardt, Sebastian,Manolikakes, Georg,Knochel, Paul

supporting information; experimental part, p. 4665 - 4668 (2010/08/19)

Figure Presented Pump it up! The sluggish reactivity of organozinc reagents in additions to aldehydes, ketones, and CO2 can be increased by MgCl2, which is usually generated in the preparation of the zinc reagent. The direct reaction with CO2, in particular, opens an expeditious route to phenylacetic acid derivatives, as demonstrated in a short synthesis of ibuprofen (see scheme).

SILICON DERIVATIVES AS HISTONE DEACETYLASE INHIBITORS

-

Page/Page column 68, (2009/04/25)

The present invention relates to a novel class of Silicon derivatives. The Silicon compounds can be used to treat cancer. The Silicon compounds can also inhibit histone deacetylase and are suitable for use in selectively inducing terminal differentiation,

NOVEL IMIDAZO[1,2-A]PYRIDINE AND IMIDAZO[1,2-B]PYRIDAZINE DERIVATIVES

-

Page/Page column 91, (2009/07/18)

Imidazo[1,2-a]pyridine and imidazo[1,2-b]pyridazine derivatives which inhibit Btk and are useful for the treatment of auto-immune and inflammatory diseases caused by aberrant B-cell activation, e.g. arthritis.

Model reactions targeted at the synthesis of carbon-14 labeled CI-996, a potent antagonist of angiotensin II receptor (1)

Ekhato,Huang

, p. 213 - 220 (2007/10/02)

A reaction sequence suitable for the preparation of an analog of 2-propyl-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl-4-[2-(tr ifluoroacetyl)-1H-pyrrol-1-yl]-1H-imidazole-5-carboxylic acid, with 14C at the methylene bridge was developed. The would-be labeled fragment (12) was derived from 4-iodobenzenemethanol (6) which itself was constructed from 1,4-dibromobenzene by the application of silicon chemistry. Pd(o) catalyzed coupling of TBDMS protected 6 and a tetrazole borate 10 gave the compound 12 which upon further transformation to the mesylate 13, N-alkylated an imidazole to furnish target compound.

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