(Dimethylamine)trihydroboron

Base Information

• Chemical Name: (Dimethylamine)trihydroboron
• CAS No.: 74-94-2
• Molecular Formula: C2H10BN
• Molecular Weight: 58.9191
• Hs Code.: 2942.00
• UNII: BKK4RT45YA
• Mol file: 74-94-2.mol

Synonyms:(Dimethylamine)trihydroboron;NSC-10218;(T-4)-TRIHYDRO(N-METHYLMETHANAMINE)BORON

Chemical Property of (Dimethylamine)trihydroboron

Chemical Property:

• Appearance/Colour: white crystalline powder with an amine odour
• Vapor Pressure: 1520mmHg at 25°C
• Melting Point: 36 °C(lit.)
• Boiling Point: 59-65 °C
• Flash Point: 65 °C
• PSA: 23.85000
• Density: 0.69 g/cm³
• LogP: -0.95740
• Storage Temp.: 0-6°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: 120g/l
• Water Solubility.: 125 g/L (20 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 55.0593294
• Heavy Atom Count: 4
• Complexity: 13.5

Purity/Quality:

99% ^*data from raw suppliers

Borane dimethylamine complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-24/25-36/37/38-20
• Safety Statements: 16-28-36/37-45-36-33-15

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-]N(C)C
• Uses: Borane-dimethylamine complex is used in a nickel-catalyzed reduction of electron-deficient aryl tosylates. It also serves as a reducing agent in electrolytic deposition of metals, alloys, semiconductors and insulators. Reagent used in a Ni-catalyzed reduction of electron-deficient aryl tosylates. The catalyst is composed of commercially available Ni(PPh3)2Cl2(529621) and PCy3(261971).

Technology Process of (Dimethylamine)trihydroboron

There total 47 articles about (Dimethylamine)trihydroboron 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: 93.0%

sodium tetrahydroborate (16940-66-2) → dimethylamine borane (74-94-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.0c03184

Reference yield: 91.0%

dimethyl amine (124-40-3) + diborane (19287-45-7) → dimethylamine borane (74-94-2)

Guidance literature:

In neat (no solvent); excess amine, 30-40°C, concn. of soln.;; distn. in vac. (60°C/2Torr) or recrystn. (petroleum ether);;

Reference yield: 84.5%

sodium tetrahydroborate (16940-66-2) + dimethyl amine (124-40-3) → dimethylamine borane (74-94-2)

Guidance literature:

With iodine; In 1,2-dimethoxyethane; byproducts: NaI, H2; dropwise addn. of NaBH4 and I2 in DME to amine in DME, removal of solvent, addn. of C6H6, filtration, evapn. of filtrate in a N2 stream, drying in vac.;; recrystn. from CH2Cl2/hexane mixture;;

upstream raw materials:

N,N-dimethylammonium chloride

dimethyl amine

hydrogen

water

Downstream raw materials:

gold

hydrogen

N,N-dimethylammonium chloride

boric acid

Refernces

• 1、 Szilágyi, Petra á.,Hunter, Steven,Morrison, Carole A.,Tang, Chiu C.,Pulham, Colin R.. "Pressure-induced structural changes in Methylamine borane and dimethylamine borane". . p. 953 - 961. Retrieved 2017.
• 2、 Kodama,Parry. "The reaction of mono- and dimethylamines with phosphorus trifluoride borane". . p. 410 - 414. Retrieved 1965.
• 3、 -. "Preparation method of dimethylamine borane". Paragraph 0032-0089. . Retrieved 2021/06/12.
• 4、 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.