257192

Triethylborane

≥95%

• Synonym(s): Triethylboron
• Linear Formula: (C₂H₅)₃B
• CAS Number: 97-94-9
• Molecular Weight: 97.99
• EC Number: 202-620-9
• MDL number: MFCD00009022
• UNSPSC Code: 12352001
• PubChem Substance ID: 24855572
• NACRES: NA.22

Properties

• assay: ≥95%
• reaction suitability: reagent type: reductant
• refractive index: n20/D 1.397 (lit.)
• bp: 95 °C (lit.)
• mp: −93 °C (lit.)
• density: 0.677 g/mL at 25 °C (lit.)
• SMILES string: CCB(CC)CC
• InChI: 1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
• InChI key: LALRXNPLTWZJIJ-UHFFFAOYSA-N

Description

General description

Triethylborane (Et₃B) is an organoborane pyrophoric liquid. It is prepared on the plant scale by the reaction of AlEt₃ and KBF₄. Et₃B is widely used as a precursor for the preparation of reducing agents such as lithium triethylborohydride and sodium triethylborohydride. It can also be utilized as an initiator in radical cyclization reactions.

Application

Reagent for:

• Enantioselective umpolung allylation of aldehydes
• Preparation of tetramethylammonium trialkylphenylborate salts

Catalyst for:

• Radical reductions of alkyl bromides and iodides bearing electron withdrawing groups with N-heterocyclic carbene boranes
• Synthesis of 1-substituted pyrrolines by N-diallylation of amines and ring-closing metathesis
• Decarboxylative C-C bond cleavage reactions
• Alkene hydrogenations
• Aminyl radical cyclizations onto silyl enol ethers

Modifier for single-site organochromium ethylene polymerization catalysts

Used with lithium tri-tert-butoxyaluminohydride (cat. no. L2904) in the reductive cleavage of ethers and epoxides. Used in the deoxygenation of primary and secondary alcohols.

Packaging

Supplied in a Sure/Pac^™ cylinder and has a 1/4-turn bronze ball valve with a female 1/4" NPT outlet thread (Z122661) installed. Before using the cylinder, ensure that the valve is closed, then remove carbon steel plug that seals the outlet valve.

Compatible with the following:

• Aldrich^® Sure/Pac^™ station for liquefied gases Z566446
• PTFE Sealing tape Z104388 or Z221880
• Straight septum-inlet adapter Z118141 with septa Z565687 or Z565695

For instructions please refer to technical bulletin AL-136: The Aldrich Sure/Pac^™ Cylinder System

Legal Information

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC

Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• pictograms: GHS02,GHS06,GHS05
• signalword: Danger
• hcodes: H250,H301,H314
• pcodes: P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Acute Tox. 3 Oral - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A
• Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
• wgk_germany: WGK 1
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter