2386-98-3

Basic information

• Product Name: N,N,N',N'-Tetramethylboranediamine
• Synonyms: 2,4-Dimethyl-2,4-diaza-3-borapentane;Bis(dimethylamino)borane;Bis(dimethylamino)borine;N,N,N',N'-Tetramethylboranediamine;N,N'-Borylenebis[dimethylamine]
• CAS NO: 2386-98-3
• Molecular Formula: C₄H₁₃BN₂
• Molecular Weight: 99.9704
• Mol File: 2386-98-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 88.2°Cat760mmHg
• Flash Point: 7.1°C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: N,N,N',N'-Tetramethylboranediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-Tetramethylboranediamine(2386-98-3)
• EPA Substance Registry System: N,N,N',N'-Tetramethylboranediamine(2386-98-3)

Safety Data

• Hazardous Substances Data: 2386-98-3(Hazardous Substances Data)

Upstream product

• 1838-13-7 dimethylamine borane 
• 7646-69-7 sodium hydride 
• 19624-22-7 pentaborane⁽⁹⁾ 
• 124-40-3 dimethyl amine 
• 2129-20-6 bis(dimethylamino)sulfide 
• 19287-45-7 diborane 
• 77333-20-1 3,5-bis(dimethylamino)-1,2,4,3,5-trithiaborolane 
• 60934-33-0 bis(trimethylamine)alane 
• 1630-79-1 tetrakis(dimethylamido)diborane 
• 879634-52-3 Tris-dimethylamino-phosphin-boran-Komplex 
• 74-94-2 dimethylamine borane 
• 917-54-4 methyllithium 
• 99572-50-6 (t-C₄H₉SBH₂)3 
• 1145706-24-6 [Re(Br)(H)(NO)(PCy₃)2] 

Downstream Products

• 917-72-6 deuterio-dimethyl-amine 
• 22072-66-8 1.4-Diphenyl-hexahydro-1.2.4.5.3.6-tetrazadiborin 
• 1838-13-7 dimethylamine borane 
• 4375-83-1 tris(dimethylamino)borane 
• 19287-45-7 diborane 
• 11113-50-1 boric acid 
• 124-40-3 dimethyl amine 
• 593-51-1 methylamine hydrochloride 
• 1231953-83-5 trimethylamine borane 
• 13070-16-1 2-hydro-1,3,2-diazaboracyclohexane 
• 75-22-9 trimethylamine-borane 
• 75-50-3 trimethylamine 
• 623589-28-6 4,4-bis(trimethylsilyl)-1-(2',3',5',6'-tetramethylphenyl)-2-diethylamino-3-([(2',3',5',6'-tetramethylphenyl)dimethylamino]boryl)-3-dehydro-1,2-μH-(deloc-1,2,3)-1,2-diboretane 

Relevant articles and documents

Preparation of trialuminum triboron heptakis(dimethylamino)pentahydride

Treatment of bis(trimethylamine)-alane, [(CH3)3N]2AlH3, with tetrakis(dimethylamino)diborane(4), [(CH3)2N]4B2, results in the formation of the following known compounds: H2, (CH3)3N, [(CH3)2NBH2]2, [(CH3)2N]2BH, and (CH3)3NBH3. In addition, a new species was prepared, Al3B3[N(CH3)2]7H 5, which most likely contains three B-Al bonds. Characterization of this new compound is discussed.

Dehydropolymerisation of Methylamine Borane and an N-Substituted Primary Amine Borane Using a PNP Fe Catalyst

Dehydropolymerisation of methylamine borane (H3B?NMeH2) using the well-known iron amido complex [(PNP)Fe(H)(CO)] (PNP=N(CH2CH2PiPr2)2) (1) gives poly(aminoborane)s by a chain-growth mechanism. In toluene, rapid dehydrogenation of H3B?NMeH2 following first-order behaviour as a limiting case of a more general underlying Michaelis–Menten kinetics is observed, forming aminoborane H2B=NMeH, which selectively couples to give high-molecular-weight poly(aminoborane)s (H2BNMeH)n and only traces of borazine (HBNMe)3 by depolymerisation after full conversion. Based on a series of comparative experiments using structurally related Fe catalysts and dimethylamine borane (H3B?NMe2H) polymer formation is proposed to occur by nucleophilic chain growth as reported earlier computationally and experimentally. A silyl functionalised primary borane H3B?N(CH2SiMe3)H2 was studied in homo- and co-dehydropolymerisation reactions to give the first examples for Si containing poly(aminoborane)s.

Catalytic Dehydrocoupling of Amine-Boranes using Cationic Zirconium(IV)-Phosphine Frustrated Lewis Pairs

A series of novel, intramolecular Zr(IV)/P frustrated Lewis pairs (FLPs) based on cationic zirconocene fragments with a variety of ancillary cyclopentadienyl and 2-phosphinoaryloxide (-O(C6H4)PR2, R = tBu and 3,5-CF3-(C6H3)) ligands are reported and their activity as catalysts for the dehydrocoupling of dimethylamine-borane (Me2NH·BH3) assessed. The FLP system [(C9H7)2ZrO(C6H4)PtBu2][B(C6F5)4] is shown to give unprecedented turnover frequencies (TOF) for a catalyst based on a group 4 metal (TOF ≥ 600 h-1), while also proving to be the most efficient FLP catalyst reported to date. The mechanism of this reaction has been probed using analogous intermolecular Zr(IV)/P FLPs, permitting deconvolution of the reactions taking place at both the Lewis acidic and basic sites. Elucidation of this mechanism revealed an interesting cooperative two-cycle process where one cycle is FLP mediated and the other, a redistribution of a linear diborazane intermediate, relies solely on the presence of a Zr(IV) Lewis acid.