Catecholborane
Catecholborane (CAS 274-07-7; C6H5BO2; MW 119.91) is a key organoborane reagent employed as a monofunctional hydroborating agent. It is recognised for its utility in reducing β-hydroxyketones to 1,3-diols and for effecting the conjugate reduction of α,β-enones. This compound is a valuable tool in synthetic organic chemistry, facilitating specific functional group transformations.
Hydroboration and Reduction
Catecholborane serves as a potent monofunctional hydroborating agent. It is particularly effective in the reduction of β-hydroxyketones, yielding 1,3-diols, and can also perform conjugate reductions on α,β-enones.
Organic Synthesis Reagent
As a versatile reagent in organic synthesis, Catecholborane enables selective transformations. Its application is crucial for chemists requiring precise control over reduction pathways and functional group interconversions.
Borylation Reactions
This compound is classified as a borylation reagent. It facilitates the introduction of boron-containing moieties, which are important intermediates in various synthetic strategies, including cross-coupling reactions.
| Molecular weight | 119.91 |
|---|---|
| Empirical formula | C6H5BO2 |
| Assay | 98% |
| Boiling point | 50 °C/50 mmHg(lit.) |
| Density | 1.125 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.507(lit.) |
| Concentration | 1.0 M in THF |
| Melting point | 12 °C(lit.) |
| Storage temperature | 2-8°C |
| Application | A monofunctional hydroborating agent which reduces β-hydroxyketones to 1,3-diols.1 Effects conjugate reduction of α,β-enones.2 |
Hazard statements
- H225Highly flammable liquid and vapour
- H314Causes severe skin burns and eye damage
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 2 °C / 35.6 °F |
| Transport (UN / ADR) | UN 2924 8(3) / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,C |
| Risk statements (R) | 11-14-34 |
| Safety statements (S) | 26-36/37/39-43-45 |
| Supplemental hazards | Reacts violently with water. |
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 Catecholborane used for?
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Catecholborane is primarily used as a monofunctional hydroborating agent for the reduction of β-hydroxyketones to 1,3-diols and for the conjugate reduction of α,β-enones in organic synthesis.
What are the CAS number and formula for Catecholborane?
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The CAS number for Catecholborane is 274-07-7, and its chemical formula is C6H5BO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Catecholborane with an assay of 98%. We do not represent this product as USP, BP, or EP grade; it is supplied for research and laboratory use.
How should Catecholborane be handled safely?
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Catecholborane is a highly flammable liquid and solid (flash point 2°C) that causes severe skin burns and eye damage. It reacts violently with water. Handle with extreme caution in a well-ventilated area, wearing appropriate personal protective equipment including face shields, gloves, and respirators. Store refrigerated at 2-8°C.
Is Catecholborane a controlled substance?
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The provided data does not indicate that Catecholborane is a controlled substance.
How is Catecholborane shipped and exported?
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Catecholborane is shipped and exported according to its hazard classification (UN 2924 8(3) / PGII), adhering to international regulations for the transport of dangerous goods.
How can I request a quote or sample of Catecholborane?
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To request a quote or sample of Catecholborane, please contact our sales team through the website or by phone, providing your specific requirements.
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