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trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester

CAS 736987-75-0C12H17BO2SChemical Synthesis

This pinacol ester derivative of trans-2-(thiophen-3-yl)vinylboronic acid (CAS: 736987-75-0) possesses the molecular formula C12H17BO2S and a molecular weight of 236.14 g/mol. It serves as a valuable building block in organic synthesis, particularly in cross-coupling reactions for the construction of complex organic molecules. Its structure features a thiophene ring conjugated with a vinyl group, functionalised with a boronate ester moiety, making it a versatile reagent for medicinal chemistry and materials science research.

IUPAC
4,4,5,5-Tetramethyl-2-[(1E)-2-(3-thienyl)ethenyl]-1,3,2-dioxaborolane,E-2-(Thiophen-3-yl)vinylboronic acid pinacol ester
Synonyms
E-2-(Thiophen-3-yl)vinylboronic acid pinacol ester4,4,5,5-Tetramethyl-2-[(1E)-2-(3-thienyl)ethenyl]-1,3,2-dioxaborolane
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trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester (C12H17BO2S) — chemical structure, CAS 736987-75-0; Chemistry, fine chemical supplied by Tech Serve Solutions
Alkenyl Boronate EstersBoronate EstersChemical SynthesisOrganometallic Reagents
01 /Applications

Organic Synthesis Intermediate

Used as a key intermediate in Suzuki-Miyaura cross-coupling reactions to introduce the trans-2-(thiophen-3-yl)vinyl moiety into target molecules. This is crucial for constructing complex carbon-carbon bonds in the synthesis of pharmaceuticals and advanced materials.

Medicinal Chemistry Research

Facilitates the synthesis of novel drug candidates containing the thiophene scaffold, which is prevalent in many biologically active compounds. Its reactivity allows for the precise incorporation of this functional group into lead structures.

Materials Science Applications

Enables the development of organic electronic materials, such as conjugated polymers and small molecules, where the thiophene unit can influence electronic and optical properties. Used in the creation of functional materials for optoelectronic devices.

02 /Properties
Molecular weight236.14
Empirical formulaC12H17BO2S
Assay90%
Boiling point106-108 °C/0.2 mmHg
Density1.073 g/mL at 25 °C
Refractive indexn20/D 1.5376
03 /Safety & handling
Flash point>110 °C / >230 °F
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
736987-75-0
MDL number
MFCD06659956
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester used for?

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trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester (CAS: 736987-75-0) is primarily used as a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, for the creation of complex organic molecules relevant to medicinal chemistry and materials science.

What is the CAS number and molecular formula?

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The CAS number for trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester is 736987-75-0, and its molecular formula is C12H17BO2S.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester with a minimum assay of 90%. This product is intended for research and chemical synthesis purposes and is not supplied as USP, BP, EP, or pharmaceutical grade.

What are the safety and handling considerations for this product?

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This compound has a flash point greater than 110 °C (230 °F) and is classified under WGK Germany 3, indicating a hazard to water. Appropriate personal protective equipment should be worn, and it should be handled in a well-ventilated area, away from ignition sources and incompatible materials.

Is this chemical controlled or scheduled?

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Based on the provided data, there is no indication that this chemical is controlled or scheduled under any specific regulations.

How is this product packed, shipped, and exported?

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Tech Serve Solutions adheres to stringent packaging and shipping protocols for fine chemicals, ensuring product integrity and compliance with international export regulations. Specific packaging details are confirmed upon order.

How can I request a sample or quote?

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To request a sample or a detailed quote for trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester, please contact our sales department through the website or by phone, providing your specific requirements and shipping details.

Need trans-2-(Thiophen-3-yl)vinylboronic acid pinacol ester in a specific grade or volume?