Borane N,N-diethylaniline complex
Borane N,N-diethylaniline complex (CAS: 13289-97-9) is an organoborane compound with a molecular weight of 163.07. It serves as a versatile reagent in organic synthesis, primarily utilised for reductions and borylation reactions. This complex offers a controlled source of borane for various transformations, including the synthesis of complex organic molecules and the preparation of valuable intermediates for pharmaceutical research.
- IUPAC
- (N,N-Diethylaniline)trihydroboron,Diethylphenylamine-borane,NSC 239123
- Synonyms
- C6H5N(C2H5)2·BH3(N,N-Diethylaniline)trihydroboronDiethylphenylamine-boraneNSC 239123
Diastereoselective Reductions
This borane complex acts as a reactant for the diastereoselective reduction of prochiral enone intermediates, a crucial step in complex molecule synthesis.
Borylation Reactions
It is employed as a reactant for the borylation of aryl halides, enabling the introduction of boron-containing functional groups into aromatic systems.
General Reduction Applications
Borane N,N-diethylaniline complex is suitable for the reduction of various functional groups including ketones, acids, esters, amides, and nitriles.
Asymmetric Synthesis
Its role as a borane source is investigated in enantioselective reductions of ketones, particularly in conjunction with oxazaborolidine catalysts.
Synthesis of Pharmaceutical Intermediates
The compound is used in the synthesis of chromanol derivatives, which have been explored as CETP inhibitors for cardiovascular disease treatment.
| Molecular weight | 163.07 |
|---|---|
| Linear formula | C6H5N(C2H5)2·BH3 |
| Density | 0.917 g/mL at 25 °C(lit.) |
| Application | Reactant for: • Diastereoselective reduction of prochiral enone intermediates1• Borylation of aryl halides2• Reductions of ketones, acids, esters, amides, and nitriles3• Investigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones4Reactant for synthesis of:• Chromanol derivatives as CETP inhibitors for the treatment of cardiovascular disease5 • Allylic alcohols via enantioselective reductions6• Pinacolboranes for one-pot synthesis of unsymmetrical biaryls7 |
| Melting point | −30-−27 °C(lit.) |
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 | 21 °C / 69.8 °F |
| Transport (UN / ADR) | UN 3398 4.3/PG 2 |
| Water hazard class (WGK, DE) | 3 |
| Risk statements (R) | 10-14 |
| Safety statements (S) | 16-33-36/37/39-43 |
| Supplemental hazards | Reacts violently with water. |
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 Borane N,N-diethylaniline complex used for?
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Borane N,N-diethylaniline complex (CAS: 13289-97-9) is used as a reactant for diastereoselective reduction of prochiral enone intermediates, borylation of aryl halides, reduction of ketones, acids, esters, amides, and nitriles, and in investigations of borane sources for asymmetric reductions. It is also used in the synthesis of chromanol derivatives and allylic alcohols.
What is the CAS number and formula for Borane N,N-diethylaniline complex?
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The CAS number is 13289-97-9, and the linear formula is C6H5N(C2H5)2·BH3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Borane N,N-diethylaniline complex. The specific grade and purity (assay) are available upon request or by checking the product's Certificate of Analysis. TSS does not represent this product as USP, BP, or EP grade.
How should Borane N,N-diethylaniline complex be handled safely?
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Borane N,N-diethylaniline complex is a flammable liquid and vapour (H225) and reacts violently with water (H261). It must be handled with extreme care, avoiding contact with water and ignition sources. Appropriate personal protective equipment, including eyeshields, gloves, and respiratory protection, is essential. Store under inert gas.
How is Borane N,N-diethylaniline complex packed and shipped?
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Borane N,N-diethylaniline complex is typically packed in suitable containers designed for flammable and water-reactive substances. Shipping and export are managed in compliance with international regulations for hazardous materials (UN 3398, Class 4.3).
How can I request a quote or sample for Borane N,N-diethylaniline complex?
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To request a quote or sample of Borane N,N-diethylaniline complex, please contact our sales team through the website or by phone. Provide your specific requirements, including quantity and destination.
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