Tris(dimethylamino)borane

Base Information

• Chemical Name: Tris(dimethylamino)borane
• CAS No.: 4375-83-1
• Molecular Formula: C6H18BN3
• Molecular Weight: 143.04
• Hs Code.: 29310099
• European Community (EC) Number: 224-474-5
• NSC Number: 379532
• DSSTox Substance ID: DTXSID40195924
• Nikkaji Number: J205.754I
• Wikidata: Q83068994
• Mol file: 4375-83-1.mol

Synonyms:Tris(dimethylamino)borane;4375-83-1;N-[bis(dimethylamino)boranyl]-N-methylmethanamine;Boranetriamine, hexamethyl-;B(N(CH3)2)3;EINECS 224-474-5;AI3-61066;NSC379532;Tris(dimethylamido)borane;N,N,N',N',N'',N''-hexamethylboranetriamine;B(NMe2)3;Borane, tris(dimethylamino)-;SCHEMBL306327;C6H18BN3;Tris(dimethylamino)borane, 99%;SOLWORTYZPSMAK-UHFFFAOYSA-;DTXSID40195924;C6-H18-B-N3;B(N(C)C)(N(C)C)N(C)C;MFCD00008299;AKOS005258177;Hexamethylboranetriamine, NSC 379532;NSC 379532;NSC-379532;AS-81661;FT-0635250;N-bis(dimethylamino)boranyl-N-methylmethanamine;N-[Bis(dimethylamino)boryl]-N-methylmethanamine #

Chemical Property of Tris(dimethylamino)borane

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 4.46mmHg at 25°C
• Melting Point: -16 °C(lit.)
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 147.3 °C at 760 mmHg
• Flash Point: 42.9 °C
• PSA: 9.72000
• Density: 0.835 g/cm³
• LogP: -0.34390
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 143.1593778
• Heavy Atom Count: 10
• Complexity: 74

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris(dimethylamino)borane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-27-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(N(C)C)(N(C)C)N(C)C
• Uses: Reactant involved in:B-C-N hybrid films deposited on NiReduction reactionsSyntehsis of lithium borom imidazolate framework polymeric complexesOne-pot oxidative aminationSynthesis of boron salts and tripodal borate ligands

Technology Process of Tris(dimethylamino)borane

There total 79 articles about Tris(dimethylamino)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: 96.0%

n-butyllithium (109-72-8,29786-93-4) + dimethylamine borane (74-94-2) → lithium (dimethylamino)hydroborate + tris(dimethylamino)borane (4375-83-1) + Dimethylamino-di-n-butyl-boran (7289-86-3) + Li{B(n-C4H9)4} (15243-31-9)

Guidance literature:

In hexane; byproducts: butane; (anhydrous conditions); stirring (4 h); centrifugation, washing (hexane), drying (vac.); elem. anal.;

Reference yield: 90.0%

boron trichloride (10294-34-5) + dimethyl amine (124-40-3) → tris(dimethylamino)borane (4375-83-1)

Guidance literature:

Reference yield: 82.0%

boric acid tributyl ester (688-74-4) + tris(dimethylamino)aluminum (14314-61-5) → tris(dimethylamino)borane (4375-83-1)

Guidance literature:

70°C;

DOI:10.1021/jo01050a081

upstream raw materials:

chloro-bis(dimethylamino)borane

dimethyl zinc(II)

dimethyl amine

dichlorodimethylaminoborane

Downstream raw materials:

3-CH₃-C₆H₄NH-B{N(CH₃)2}2

N,N-dimethyl-m-methoxybenzamide

N,N-dimethyl-4-fluorobenzamide

N,N-dimethylbenzamide

Refernces

• 1、 Chivers. "". . p. 157. Retrieved 1967.
• 2、 Bessler,Goubeau. "". . p. 67,74. Retrieved 1967.
• 3、 Ishiyama, Tatsuo,Murata, Miki,Ahiko, Taka-aki,Miyaura, Norio,Micalizio, Glenn C.,Roush, William R.. "Bis(pinacolato)diboron: [ 2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl- ]". . p. 176 - 176. Retrieved 2017/09/29.
• 4、 Herberich, Gerhard E.,Schmidt, Bernd,Englert, Ulli. "Borabenzene derivatives. 22. Synthesis of boratabenzene salts from 2,4-pentadienylboranes. Structure of [NMe3Ph][C5H5BMe]". . p. 471 - 480. Retrieved 2008/10/08.