4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
4,4,5,5-Tetramethyl-1,3,2-dioxaborolane (CAS: 25015-63-8; C6H13BO2) is a key organometallic reagent, recognised for its utility in organic synthesis. With a molecular weight of 127.98 g/mol, it serves as an effective borylation reagent. This compound is particularly valuable for the preparation of borylated heterocyclic compounds and aryl halides, offering a reliable route for introducing boron functionalities in complex molecule construction.
- IUPAC
- Pinacolborane
- Synonyms
- Pinacolborane5-Tetramethyl-1,3,2-dioxaborolane
Preparation of 2-Borylpyrroles
This dioxaborolane derivative is employed as a borylation reagent in palladium-catalysed reactions to synthesise 2-borylpyrroles from their corresponding 2-iodopyrrole precursors. This method provides efficient access to valuable pyrrole intermediates.
Borylation of Aryl Halides
It facilitates the borylation of aryl bromides and chlorides. Utilising catalysts like Pd(dba)2 in conjunction with specific phosphine ligands, this reagent enables the formation of aryl boronate esters.
General Borylation Reagent
The compound is a versatile reagent for introducing boronate ester functionalities into organic molecules. Its stability and reactivity profile make it suitable for various borylation strategies in synthetic organic chemistry.
| Molecular weight | 127.98 |
|---|---|
| Empirical formula | C6H13BO2 |
| Assay | 97% |
| Boiling point | 42-43 °C/50 mmHg(lit.) |
| Density | 0.882 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.396(lit.) |
| Concentration | 1.0 M in THF |
| Storage temperature | 2-8°C |
| Application | Borylation reagent recently used to prepare 2-borylpyrroles from 2-iodopyrroles via palladium catalysis.1 Also used to borylate aryl bromides and chlorides with Pd(dba)2 and di-tert-butylphosphinophenyl ether.2 |
Hazard statements
- H225Highly flammable liquid and vapour
- H261In contact with water releases flammable gas
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P231Handle under inert gas
- P422
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 5 °C / 41 °F |
| Transport (UN / ADR) | UN 3398 4.3/PG 2 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F |
| Risk statements (R) | 11-15 |
| Safety statements (S) | 16-43 |
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 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane used for?
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4,4,5,5-Tetramethyl-1,3,2-dioxaborolane is primarily used as a borylation reagent in organic synthesis for preparing borylated heterocycles like pyrroles and for the borylation of aryl halides.
What is the CAS number and formula for 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane?
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The CAS number is 25015-63-8 and the empirical formula is C6H13BO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane with an assay of 97%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane be handled safely?
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This compound is highly flammable (H225) and reacts with water (H261). Handle with extreme care in a well-ventilated area, away from ignition sources, and avoid contact with water. Appropriate personal protective equipment, including eyeshields and gloves, is essential. Consult the Safety Data Sheet for full details.
How is this chemical packed and shipped?
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This chemical is typically supplied as a solution and requires storage at 2-8°C. It is shipped according to regulations for flammable liquids, UN 3398.
How can I request a quote or sample?
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Please contact our sales team through the website or by phone to request a quotation or a sample of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane.
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