5-Indolylboronic acid
5-Indolylboronic acid (CAS: 144104-59-6) is an organoboron compound with the linear formula (C<sub>8</sub>H<sub>6</sub>N)B(OH)<sub>2</sub> and a molecular weight of 160.97 g/mol. This heteroaryl boronic acid derivative serves as a key substrate in sophisticated organic synthesis, notably in rhodium-catalyzed 1,4-addition reactions. Its utility in constructing complex molecular architectures makes it a valuable reagent for researchers in medicinal chemistry and materials science.
- IUPAC
- 5-Indoleboronic acid,Indole-5-boronic acid
- Synonyms
- Indole-5-boronic acid
Rhodium-Catalyzed 1,4-Addition
5-Indolylboronic acid functions as a crucial substrate in rhodium-catalyzed 1,4-addition reactions. This application is particularly noted in the addition to unprotected maleimides, enabling the formation of new carbon-carbon bonds.
Organic Synthesis Reagent
As a heteroaryl boronic acid, it is employed in various cross-coupling reactions and synthetic methodologies. Its structure allows for functionalization and incorporation into diverse organic frameworks.
Medicinal Chemistry Research
The indole moiety is a common pharmacophore. 5-Indolylboronic acid provides a route to synthesize novel indole-containing compounds with potential biological activity, aiding drug discovery efforts.
| Molecular weight | 160.97 |
|---|---|
| Linear formula | (C8H6N)B(OH)2 |
| Storage temperature | 2-8°C |
| Application | Substrate used in a rhodium-catalyzed 1,4-addition to unprotected maleimides.7 |
| Melting point | 170-175 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is 5-Indolylboronic acid primarily used for?
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5-Indolylboronic acid is primarily used as a substrate in rhodium-catalyzed 1,4-addition reactions, particularly with unprotected maleimides, and as a versatile reagent in general organic synthesis.
What are the CAS number and chemical formula for 5-Indolylboronic acid?
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The CAS number for 5-Indolylboronic acid is 144104-59-6, and its linear formula is (C<sub>8</sub>H<sub>6</sub>N)B(OH)<sub>2</sub>.
What grade and purity does Tech Serve Solutions supply for 5-Indolylboronic acid?
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Tech Serve Solutions supplies 5-Indolylboronic acid typically as a research or technical grade material. The exact purity is detailed on the Certificate of Analysis for each batch. We do not represent this product as USP, BP, or EP grade.
How should 5-Indolylboronic acid be handled safely?
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5-Indolylboronic acid is classified as a Warning substance (GHS07) and is known to cause skin irritation (H315), eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment including a dust mask (type N95 US), eyeshields, and gloves in a well-ventilated area.
Is 5-Indolylboronic acid available for export and how is it packed?
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Yes, Tech Serve Solutions is a global supplier and exporter of 5-Indolylboronic acid. It is carefully packed according to international shipping regulations to ensure safe transit.
How can I request a sample or quote for 5-Indolylboronic acid?
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To request a sample or a quote for 5-Indolylboronic acid, please contact our sales team through the website or by phone, providing your specific requirements and shipping details.
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