23273-02-1

Basic information

• Product Name: boron hydride dimethylazanide (2:5:1)
• CAS NO: 23273-02-1
• Molecular Formula: C₂H₁₁B₂N
• Molecular Weight: 70.7374
• Mol File: 23273-02-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 6.1°C at 760 mmHg
• Vapor Pressure: 1520mmHg at 25°C
• CAS DataBase Reference: boron hydride dimethylazanide (2:5:1)(CAS DataBase Reference)
• NIST Chemistry Reference: boron hydride dimethylazanide (2:5:1)(23273-02-1)
• EPA Substance Registry System: boron hydride dimethylazanide (2:5:1)(23273-02-1)

Safety Data

• Hazardous Substances Data: 23273-02-1(Hazardous Substances Data)

Upstream product

• 19624-22-7 pentaborane⁽⁹⁾ 
• 124-40-3 dimethyl amine 
• 77333-20-1 3,5-bis(dimethylamino)-1,2,4,3,5-trithiaborolane 
• 22784-01-6 tetrapropyldiborane⁽⁶⁾ 
• 19287-45-7 diborane 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 74-94-2 dimethylamine borane 
• 79271-56-0 triethylsilyl trifluoromethyl sulfonate 
• 68725-14-4 tributylstannyl trifluoromethanesulfonate 
• 116083-67-1 (CH₃)2CNN(CH₃)2*BH₃ 
• 127104-90-9 H₃B*(CH₃)2NN(CH₃)2*BH₃ 
• 126586-42-3 {(CH₃)3Si}(CH₃)2NBH₃ 
• 1838-13-7 dimethylamine borane 
• 7637-07-2 boron trifluoride 

Downstream Products

• 1333-74-0 hydrogen 
• 11113-50-1 boric acid 
• 124-40-3 dimethyl amine 
• 19287-45-7 diborane 
• 1838-13-7 dimethylamine borane 
• 50679-19-1 N,N'-diboranyl-N,N'-dimethyl-hydrazine 
• 1413395-67-1 (1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene)H₂BNH₂-BH₃ 
• 1413395-64-8 (1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-methylidene)H₂BNMe₂-BH₃ 
• 23884-11-9 cyclic(dimethylamino borane) dimer 
• 26601-80-9 sodium (N,N-dimethylamino)diboranate 
• 506-59-2 N,N-dimethylammonium chloride 
• 45627-87-0 H₂BN(CH₂CH₂)2NBH₂ 
• 482372-04-3 dimethylhydrazino borane 
• 124-38-9 carbon dioxide 

Relevant articles and documents

Reactions of amine-and phosphane-borane adducts with frustrated Lewis pair combinations of Group 14 triflates and sterically hindered nitrogen bases

The ability of trialkyl Group 14 triflates in combination with amine and pyridine bases to dehydrogenate amine-and phosphane-borane adducts has been investigated. By using multinuclear NMR spectroscopy, it has been shown that Me2NH ·BH3 (11) is efficiently converted to [Me2N-BH2]2 (12) by the so-called "frustrated Lewis pair" (FLP) of nBu3SnOTf (4, -OTf = -OSO2CF3) and 2,2,6,6-tetramethylpiperidine (6). Within the scope of the study, exchange of the Lewis acid effects the rate of dehydrogenation in the order: 4 gt; Me3Si-OTf (2) gt; Et 3SiOTf (3). Exchange of the Lewis base for 2,6-di-tert-butylpyridine (5) has also been shown to reduce the rate of reaction, whereas 1,3-di-tert-butylimidazol-2-ylidene (7) reacted directly with 2 to afford 1,3-bis-tert-butyl-4-(trimethylsilyl)imidazolium triflate (8[OTf]). For FLP combinations for which dehydrogenation reaction times are longer, detectable quantities of [H2B(μ-H)(μ-NMe2)BH2] (14) are observed. Both the dehydrogenation reaction and competitive formation of this product are proposed to proceed by initial hydride abstraction by the Lewis acid, followed by deprotonation by the Lewis base, or combination with further dimethylamine-borane and elimination of [Me2NH2]OTf (18[OTf]), respectively. In contrast to 11, MeNH2·BH 3 (22) was not found to cleanly dehydrogenate to either [MeNH-BH 2]3 or [MeN-BH]3 under the same conditions. An alternative reaction pathway was observed with either 2 or 4 and 6 with Ph 2PH ·BH3 (23), resulting in P-silylation or P-stannylation of the phosphane-borane, respectively.

Displacement of diborane from pentaborane(9) by strong molecular bases

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