trans-2-(4-Chlorophenyl)vinylboronic acid

CAS 154230-29-2ClC6H4CH=CHB(OH)2Chemical Synthesis

trans-2-(4-Chlorophenyl)vinylboronic acid (CAS: 154230-29-2), with the molecular formula ClC6H4CH=CHB(OH)2 and a molecular weight of 182.41 g/mol, is a specialised organoboron compound. It functions as a versatile reactant in various organic syntheses, particularly in the construction of complex molecular architectures and functional group transformations within chemical research and development.

IUPAC: trans-2-(4-Chlorophenyl)ethenylboronic acid
Synonyms: trans-2-(4-Chlorophenyl)ethenylboronic acid

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trans-2-(4-Chlorophenyl)vinylboronic acid (ClC6H4CH=CHB(OH)2) — chemical structure, CAS 154230-29-2; Chemistry, fine chemical supplied by Tech Serve Solutions

Alkenyl Boronic AcidsBoronic AcidsChemical SynthesisOrganometallic Reagents

01 /Applications

Synthesis of Biarylketones and Phthalides

This boronic acid serves as a key reactant in the synthesis of biarylketones and phthalides, contributing to the formation of complex cyclic structures in organic chemistry.

Trifluoromethylation Reactions

It is employed as a precursor or reagent in trifluoromethylation reactions, enabling the introduction of the trifluoromethyl group into organic molecules, a common modification in pharmaceutical and agrochemical research.

Asymmetrical Michael Addition

The compound facilitates asymmetrical Michael addition reactions, which are critical for the stereoselective preparation of chromane derivatives, important motifs in medicinal chemistry.

Cobalt-Catalyzed Coupling

It participates in cobalt-catalyzed coupling reactions with vinyl nitrogen-containing heteroaromatic compounds, offering a pathway to novel heterocyclic compounds.

Petasis Reactions

trans-2-(4-Chlorophenyl)vinylboronic acid is utilized in Petasis reactions, a multicomponent reaction useful for generating substituted amines and related structures.

02 /Properties

Molecular weight	182.41
Linear formula	ClC6H4CH=CHB(OH)2
Application	Reactant involved in:• Synthesis of biarylketones and phthalides1• Trifluoromethylation2• Asymmetrical Michael addition for preparation of chromanes3• Cobalt-catalyzed coupling to vinyl nitrogen containing heteroaromatic compounds4• 1,2 and 1,4-Addition reactions with o-hydroxycinnamaldehydes5• Petasis reactions6
Melting point	165 °C (dec.)(lit.)

03 /Safety & handling

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
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

154230-29-2

MDL number

MFCD02093767

PubChem substance

24874345

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-(4-Chlorophenyl)vinylboronic acid used for?

It is primarily used as a reactant in organic synthesis for applications including the preparation of biarylketones, phthalides, trifluoromethylation, asymmetrical Michael additions, cobalt-catalyzed coupling reactions, and Petasis reactions.

What are the CAS number and molecular formula for this compound?

The CAS number is 154230-29-2 and the molecular formula is ClC6H4CH=CHB(OH)2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this chemical for research and development purposes. The specific assay and purity are detailed in the product's Certificate of Analysis. We do not represent this product as USP, BP, EP, or other pharmacopoeia grades unless explicitly stated.

What are the safety and handling precautions for this chemical?

This compound is classified with GHS hazards indicated by WGK Germany 3. Handling requires appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter.

How is this chemical typically shipped and exported?

Tech Serve Solutions, as a specialist global supplier and exporter, packages and ships chemicals in compliance with international regulations for safe transport.

How can I request a sample or quote for trans-2-(4-Chlorophenyl)vinylboronic acid?

To request a sample or obtain a quotation, please contact our sales department through the channels provided on the Tech Serve Solutions website, referencing the product name and CAS number.