tert-Butylamine borane

Base Information

• Chemical Name: tert-Butylamine borane
• CAS No.: 7337-45-3
• Molecular Formula: C4H11N^.BH3
• Molecular Weight: 86.9729
• Hs Code.: 29299090
• European Community (EC) Number: 230-851-5
• Mol file: 7337-45-3.mol

Synonyms:7337-45-3;tert-Butylamine borane;C4H14BN;borane t-butylamine;t-butylamine.borane;borane-tert-butylamine;NSC 114045;tert-butylamine-borane;Tert-butylamine--borane;(tert-Butylamine) trihydroboron;GKFJEDWZQZKYHV-UHFFFAOYSA-N;C4-H14-B-N;AMY14898;EINECS 230-851-5;MFCD00075635;AKOS015833621;AI3-52163;B1264;FT-0623163;F14004;J-519924

Chemical Property of tert-Butylamine borane

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 363mmHg at 25°C
• Melting Point: 96-101 oC (dec.)
• Boiling Point: 44.4ºC at 760 mmHg
• PSA: 12.03000
• Density: 0.87 g/cm³
• LogP: 0.04580
• Storage Temp.: Refrigerator
• Solubility.: 27g/l
• Water Solubility.: Soluble in water (27 g/L at 20°C) and methanol.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 84.0984545
• Heavy Atom Count: 6
• Complexity: 25.1

Purity/Quality:

99.5% ^*data from raw suppliers

Borane, tert-Butylamine Complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 21-25-36/37/38
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B].CC(C)(C)N
• Uses: 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 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.

Technology Process of tert-Butylamine borane

There total 9 articles about tert-Butylamine borane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

lithium borohydride + {(t-C4H9NH2)2BH2}Cl (19567-81-8) → N-tert-butylaminoborane (7337-45-3)

Guidance literature:

In diethyl ether; room temp., 3h;;

Reference yield: 95.0%

sodium tetrahydroborate (16940-66-2) + tert-butylamine (75-64-9) → N-tert-butylaminoborane (7337-45-3)

Guidance literature:

With water; sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1039/c6cc06031e

Reference yield: 73.0%

sodium tetrahydroborate (16940-66-2) + tert-butylamine hydrochloride (10017-37-5) → N-tert-butylaminoborane (7337-45-3)

Guidance literature:

In tetrahydrofuran; at -20 - 5 ℃; for 10h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/d1gc01157j

upstream raw materials:

tert-butylamine hydrochloride

tert-butylamine

diborane

{(t-C₄H₉NH₂)2BH₂}Cl

Downstream raw materials:

[Mo₂(η⁵-C₅H₅)₂(μ-CPh)(μ-PCy₂)(μ-COH)]BF₄

tert-butylamine-borane

1,1-dimethylethylaminoborane

C₃₁H₅₁B₂N₃

Refernces

• 1、 Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi. "Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes". supporting information. p. 3595 - 3599. Retrieved 2021/06/06.
• 2、 Choudhary, Shivani,Hamann, Henry J.,Ramachandran, P. Veeraraghavan. "Amine-boranes as Dual-Purpose Reagents for Direct Amidation of Carboxylic Acids". supporting information. . Retrieved 2020/11/13.