Merck, 257192-100G, Triethylborane

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