7337-45-3

Basic information

• Product Name: BORANE-TERT-BUTYLAMINE COMPLEX
• Synonyms: Boron hydride-tert-butylamine for synthesis;(tert-butylamine)trihydroboron;2-methyl-2-propanamincompd.withborane(1:1);2-methyl-2-propanaminecompd.withborane(1:1);2-Propanamine,2-methyl-,compd.withborane(1:1);butylamineborane;t-butylamineborane,tbab;tert-butylamine,compd.withbh3(1:1)
• CAS NO: 7337-45-3
• Molecular Formula: C₄H₁₄BN
• Molecular Weight: 83.94784
• EINECS: 230-851-5
• Product Categories: Organometallics;B (Classes of Boron Compounds);Boranes;Reduction;Synthetic Organic Chemistry;organoboron and borato-metal complexes
• Mol File: 7337-45-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 98-100 °C (dec.)(lit.)
• Boiling Point: 44.4ºC at 760 mmHg
• Appearance: White to off-white/powder
• Density: 0,87 g/cm3
• Vapor Pressure: 363mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: 27g/l
• Water Solubility: Soluble in water (27 g/L at 20°C) and methanol.
• BRN: 4134905
• CAS DataBase Reference: BORANE-TERT-BUTYLAMINE COMPLEX(CAS DataBase Reference)
• NIST Chemistry Reference: BORANE-TERT-BUTYLAMINE COMPLEX(7337-45-3)
• EPA Substance Registry System: BORANE-TERT-BUTYLAMINE COMPLEX(7337-45-3)

Safety Data

• Hazard Codes: T
• Statements: 21-25-36/37/38
• Safety Statements: 26-36/37-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: EO3900000
• F: 9
• TSCA: Yes
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 7337-45-3(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 7337-45-3 differently. You can refer to the following data:
1. Reactant involved in: Non-destructive analyses and conservation treatments of Indian drawings; Dehydrogenation reactions mediated by ruthenium bidentate phosphine complexes or ruthenium / iridium bis(N-heterocyclic carbene) complexes; The formation of σ-borane complexes; Ethanolysis of amine-borane adducts to form a reducing system for transfer hydrogenation of terminal olefins; Photochemical hydroboration and oxidation of single-walled carbon nanotubes
2. Borane-tert-butylamine complex is used in stereoselective reduction of a steroidal ketone and for a review of amine boranes as selective reducing and hydroborating agents. It is also used as strong co-reducing agent in the syntheses of copper (I) oxide nanoparticles, diphosphine-protected gold nanocluster and 4-acetoxycinnamyl alcohols.

General Description

Borane tert-butylamine complex is a mild reducing agent. It participates in the selective reduction of aldehydes and ketones to corresponding alcohol. It takes part as a reducing agent in the synthesis of monodisperse palladium nanoparticles (Pd NPs), monodisperse gold (Au) nanoparticles and carbon-supported Pd electrocatalysts.

InChI:InChI=1/C4H11N.BH3/c1-4(2,3)5;/h5H2,1-3H3;1H3

Upstream product

• 10017-37-5 tert-butylamine hydrochloride 
• 75-64-9 tert-butylamine 
• 19287-45-7 diborane 
• 19567-81-8 {(t-C₄H₉NH₂)2BH₂}Cl 
• 16940-66-2 sodium tetrahydroborate 
• 5041-09-8 isobutylamine hydrochloride 
• 22534-19-6 tert-butyl ammonium ion 
• 13292-87-0 dimethylsulfide borane complex 

Downstream Products

• 1333-74-0 hydrogen 
• 7732-18-5 water 
• 19567-81-8 {(t-C₄H₉NH₂)2BH₂}Cl 
• 75-31-0 isopropylamine 
• 75-64-9 tert-butylamine 
• 122256-46-6 tert-butylamine-borane 
• 83475-26-7 1,1-dimethylethylaminoborane 
• 1427213-49-7 C₃₁H₅₁B₂N₃ 
• 888854-17-9 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 
• 42498-32-8 N-tert-butyl-4-methylbenzamide 
• 6941-24-8 cyclohexanecarboxylic acid N-t-butylamide 
• 5894-65-5 N-t-butylbenzamide 
• 150-46-9 triethyl borate 
• 1416734-41-2 [Mo₂(η⁵-C₅H₅)₂(μ-CPh)(μ-PCy₂)(μ-COH)]BF₄ 

Relevant articles and documents

Activation of sodium borohydride via carbonyl reduction for the synthesis of amine- And phosphine-boranes

A highly versatile synthesis of amine-boranes via carbonyl reduction by sodium borohydride is described. Unlike the prior bicarbonate-mediated protocol, which proceeds via a salt metathesis reaction, the carbon dioxide-mediated synthesis proceeds via reduction to a monoformatoborohydride intermediate. This has been verified by spectroscopic analysis, and by using aldehydes and ketones as the carbonyl source for the activation of sodium borohydride. This process has been used to produce borane complexes with 1°-, 2°-, and 3°-amines, including those with borane reactive functionalities, heteroarylamines, and a series of phosphines.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

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)