Triethylborane
Triethylborane (CAS: 97-94-9), a colourless liquid with the linear formula (C2H5)3B, possesses a molecular weight of 97.99 g/mol. This organoboron compound is a highly reactive and pyrophoric substance. It serves as a crucial reagent and catalyst in various organic syntheses, including enantioselective allylation of aldehydes and reductions of alkyl halides. It is also employed as a modifier in ethylene polymerization catalysts.
- IUPAC
- Triethylboron
- Synonyms
- TriethylboronBorane, triethyl-
Reagent in Organic Synthesis
Triethylborane is utilised as a reagent for the enantioselective umpolung allylation of aldehydes and the preparation of specific borate salts.
Catalyst for Reductions
It functions as a catalyst in radical reductions of electron-deficient alkyl bromides and iodides, facilitating C-C bond cleavage reactions and alkene hydrogenations.
Polymerization Modifier
This compound acts as a modifier for single-site organochromium catalysts used in ethylene polymerization processes.
Synthesis of Heterocycles
Triethylborane is employed in the synthesis of substituted pyrrolines through N-diallylation of amines followed by ring-closing metathesis.
| Molecular weight | 97.99 |
|---|---|
| Linear formula | (C2H5)3B |
| Assay | ≥95% |
| Boiling point | 95 °C(lit.) |
| Density | 0.677 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.397(lit.) |
| Concentration | 2.0 M in diethyl ether |
| Melting point | −93 °C(lit.) |
| Application | Reagent for: • Enantioselective umpolung allylation of aldehydes1 • Preparation of tetramethylammonium trialkylphenylborate salts2Catalyst for: • Radical reductions of alkyl bromides and iodides bearing electron withdrawing groups with N-heterocyclic carbene boranes3• Synthesis of 1-substituted pyrrolines by N-diallylation of amines and ring-closing metathesis4• Decarboxylative C-C bond cleavage reactions5• Alkene hydrogenations6• Aminyl radical cyclizations onto silyl enol ethers7Modifier for single-site organochromium ethylene polymerization catalysts8 |
Hazard statements
- H250Catches fire spontaneously if exposed to air
- H301Toxic if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P222Do not allow contact with air
- P231Handle under inert gas
- P280Wear protective gloves, clothing and eye/face protection
- P301IF SWALLOWED
- P305IF IN EYES
- P422
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | -36 °C / -32.8 °F |
| Transport (UN / ADR) | UN 2845 4.2 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,C |
| Risk statements (R) | 17-22-34 |
| Safety statements (S) | 7-23-26-36/37/39-43-45 |
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 Triethylborane used for?
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Triethylborane is used as a reagent for enantioselective umpolung allylation of aldehydes and preparation of tetramethylammonium trialkylphenylborate salts. It also acts as a catalyst for radical reductions, synthesis of 1-substituted pyrrolines, decarboxylative C-C bond cleavage, alkene hydrogenations, and aminyl radical cyclizations. Additionally, it serves as a modifier for ethylene polymerization catalysts.
What is the CAS number and formula for Triethylborane?
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The CAS number for Triethylborane is 97-94-9, and its linear formula is (C2H5)3B.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Triethylborane with an assay of ≥95%. This product is supplied for research and development or industrial manufacturing use and is not represented as USP, BP, EP, or other pharmacopoeia grades.
How should Triethylborane be handled safely?
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Triethylborane is pyrophoric and reacts violently with water. It is corrosive and toxic. Handle under an inert atmosphere, such as nitrogen or argon. Wear appropriate personal protective equipment, including face shields, goggles, gloves, and a suitable respirator. Avoid contact with skin, eyes, and clothing. Store in a cool, well-ventilated area away from incompatible materials.
How is Triethylborane packed and shipped?
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Triethylborane is carefully packed in specialised containers suitable for pyrophoric and water-reactive substances to ensure safe transit. TSS exports this chemical globally, adhering to all relevant transportation regulations for hazardous materials.
How can I request a quote or sample of Triethylborane?
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To request a quote or sample of Triethylborane, please contact our sales team via the website or telephone. Provide your contact details and the quantity required, and we will respond promptly.
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