15165-88-5

Basic information

• Product Name: borane ethylenediaMine coMplex
• Synonyms: borane ethylenediaMine coMplex;Borane, compd. with ethylenediamine (2:1);Ethylenediaminebisborane;NSC 114043;Borane ethylenediamine complex 96%
• CAS NO: 15165-88-5
• Molecular Formula: C₂H₁₄B₂N₂
• Molecular Weight: 87.76796
• Mol File: 15165-88-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 114-130°C (dec.)
• Appearance: /
• CAS DataBase Reference: borane ethylenediaMine coMplex(CAS DataBase Reference)
• NIST Chemistry Reference: borane ethylenediaMine coMplex(15165-88-5)
• EPA Substance Registry System: borane ethylenediaMine coMplex(15165-88-5)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26
• RIDADR: UN 1325 4.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 15165-88-5(Hazardous Substances Data)

Usage

Description

Borane ethylenediamine complex, also known as borane-ethylenediamine or BEd3, is a chemical compound that consists of borane (BH3) and ethylenediamine (en) molecules. It is a colorless, volatile liquid that is highly flammable and sensitive to air and moisture. The complex is known for its ability to act as a reducing agent, particularly in the enantioselective reduction of ketones and certain diols.
Source:
Borane ethylenediamine complex is synthesized by reacting borane with ethylenediamine in a 1:1 molar ratio. The reaction forms a stable adduct, which is widely used in various applications due to its unique properties.
Production Methods:
The production of borane ethylenediamine complex typically involves the direct reaction of borane with ethylenediamine in an anhydrous, non-protic solvent, such as diethyl ether or tetrahydrofuran (THF). The reaction is exothermic and requires careful temperature control to avoid side reactions and ensure the formation of the desired complex.

Uses

Used in Enantioselective Reduction:
Borane ethylenediamine complex is used as a reducing agent for the enantioselective hydride attack on inclusion compounds of ketones and certain diols with β-cyclodextrin. This application is particularly important in the synthesis of optically active alcohols, which are crucial in the pharmaceutical industry for the production of chiral drugs.
Used in Energy Efficiency:
The borane ethylenediamine complex has been enhanced for energy efficiency, making it a valuable component in various industrial processes. Its ability to act as a reducing agent allows for more efficient chemical reactions, leading to reduced energy consumption and lower environmental impact.

Upstream product

• 13292-87-0 dimethylsulfide borane complex 
• 107-15-3 ethylenediamine 
• 10043-11-5 borane-ammonia complex 
• 540-61-4 2-aminoacetonitrile 
• 16940-66-2 sodium tetrahydroborate 
• 333-18-6 1,2-diaminoethane dihydrochloride 
• 14044-65-6 borane-THF 
• 19287-45-7 diborane 

Downstream Products

• 333-18-6 1,2-ethanediammonium 
• 333-18-6 1,2-diaminoethane dihydrochloride 
• 127088-52-2 (H₂NC₂H₄)H₂N*BH₃ 
• 75-22-9 trimethylamine-borane 
• 11113-50-1 boric acid 

Relevant articles and documents

Evidence for the open chain structure of ethane 1,2-diamineborane

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Hydrogen Liberation from Gaseous 2-Bora-1,3-diazacycloalkanium Cations

Evidence is presented for cyclization to yield 2-bora-1,3-diazacycloalkanium cations in the gas phase. While the neutral compounds in solution and solid phase are known to possess an acyclic structure (as revealed by X-ray diffraction), the gaseous cations (from which borohydride BH4- ion has been expelled) have a cyclic structure, as revealed by InfraRed Multiple Photon Dissociation (IRMPD) spectroscopy and collisionally activated decomposition (CAD). The IRMPD decomposition of the monocyclic ions proceeds principally via H2 expulsion, although CAD experiments show additional pathways. Pyrolyses of solid monomeric salts and small oligomers produce higher polymers that are consistent with H2 expulsion as the major pathway. Deuterium labeling experiments show that scrambling occurs prior to IRMPD or CAD decomposition in the gas phase.

Method for the production of amine borane complex (by machine translation)

The invention belongs to the technical field of material preparation, in particular relates to a method for the production of amine borane complex. This invention adopts the borane amine of the direct reaction of an inert gas stream, by regulating the ratio of the two, the need for further post-processing, to make the final product amine complex and offer. In the reaction process such impurity is introduced into the salt-free, does not use an organic solvent; the use of borohydride such as the reagent to produce the borane, for now the current system, can avoid direct operation of toxic gas borane. The method of the invention is simple in operation, the product has high purity, low cost, and can be continuous large-scale production. At the same time, the method and other way to produce the amine borane complex equipment compatible, production equipment by simple method can be used to adjust the production. (by machine translation)

Amine-Boranes: Green hypergolic fuels with consistently low ignition delays

Complexation of amines with borane converts them to hypergols or decreases their ignition delays (IDs) multifold (with white fuming nitric acid as the oxidant). With consistently low IDs, amine-boranes represent a class of compounds that can be promising alternatives to toxic hydrazine and its derivatives as propellants. A structure-hypergolicity relationship study reveals the necessary features for the low ID.