976-28-3

Basic information

• Product Name: 2,4,6-TRIPHENYLBORAZINE
• Synonyms: 2,4,6-TRIPHENYLBORAZINE;2,4,6-Triphenyl-1,3,5,2,4,6-triazatriborinane
• CAS NO: 976-28-3
• Molecular Formula: C₁₈H₁₈B₃N₃
• Molecular Weight: 308.79
• Product Categories: Boron;Catalysis and Inorganic Chemistry;Chemical Synthesis
• Mol File: 976-28-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 180 °C (dec.)(lit.)
• Boiling Point: 410.3°C at 760 mmHg
• Flash Point: 202°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 6.07E-07mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,4,6-TRIPHENYLBORAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIPHENYLBORAZINE(976-28-3)
• EPA Substance Registry System: 2,4,6-TRIPHENYLBORAZINE(976-28-3)

Safety Data

• Hazardous Substances Data: 976-28-3(Hazardous Substances Data)

Usage

General Description

2,4,6-TRIPHENYLBORAZINE is a chemical compound with the molecular formula C18H15N3B. It is a boron-based aromatic compound that is used as a reagent in organic synthesis, especially in the formation of carbon-carbon and carbon-nitrogen bonds. 2,4,6-TRIPHENYLBORAZINE is known for its ability to undergo a range of reactions, including reduction, metalation, and nucleophilic substitution. It is also used as a ligand in coordination chemistry to form metal complexes. 2,4,6-TRIPHENYLBORAZINE has potential applications in material science and pharmaceutical research due to its unique properties and reactivity.

InChI:InChI=1/C18H18B3N3/c1-4-10-16(11-5-1)19-22-20(17-12-6-2-7-13-17)24-21(23-19)18-14-8-3-9-15-18/h1-15,22-24H

Upstream product

• 873-51-8 phenylborondichloride 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 933-18-6 B,B',B''-trichloroborazine 
• 7330-48-5 dibutoxyphenylborane 
• 1009-93-4 2,2,4,4,6,6-hexamethylcyclotrisilazane 
• 591-50-4 iodobenzene 
• 3262-89-3 triphenylboroxine 
• 71-43-2 benzene 
• 1196-44-7 chloro(dimethylamino)phenylborane 
• 99177-32-9 i-C₄H₉OBClC₆H₅ 

Downstream Products

• 45481-30-9 phenylborane 
• 136237-52-0 Cl(C₆H₅)2B₃N₃H₃ 
• 77255-14-2 trans-4,8-diphenyl-4,8-dipyrazolylpyrazabole 
• 115509-07-4 cis-4,8-dipyrazolyl-4,8-diphenylpyrazabole 

Relevant articles and documents

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Structural chemistry of borazines

The solid-state structure of (HN=BF)3 has been redetermined. It is characterised by a stacking of the molecules, similar to hexagonal boron nitride. In contrast, (F3CH2N=BF)3 shows no intermolecular interactions between the planar borazine rings. In (Cl 2BN=BCl)3, the Cl2B groups are almost perpendicularly oriented to the planar borazine ring and its B-Cl bonds are shorter than the Cl-B bonds to the ring boron atoms. Reactions of (Cl 2BN=BCl)3 with Me3SiNMe2 allows a successive Cl/Me2N exchange. Depending on the molar ratio, the compounds [Cl(Me2N)BN=BCl]3, [(Me2N) 2BN=BCl]3 and [(Me2N)2BN=BNMe 2]3 are obtained. The latter two react with CH 2Cl2 by B-N bond cleavage of one ring boron bonded Me 2N group with formation of an N-H bond. These molecules not only possess a strongly distorted BN hexagon with short B-NH bonds but also a nonplanar borazine ring. The nonplanarity of the borazine ring is even more pronounced in [Me3SiN=BCl]3. A planar borazine ring is observed for (MeN=BBr)3. Its molecules are ordered into stacks by translation with borazine planes 4.2 A apart from each other. Characteristic of the structure are close contacts between neighbouring bromine atoms. Due to the steric demand of pentafluorophenyl groups, the borazine ring of (F5C6N=BBr)3 forms no stacks because one of the three F5C6 rings stands almost perpendicular to the borazine plane while the other two are twisted by 70°. Aminolysis of (F 5C6N=BBr)3 yields (F5C 6N=BNH2)3 with NH2 groups that are coplanar with the borazine ring. The phenyl groups of (HN=BPh)3 are twisted by only 30-40° relative to the borazine ring. A threefold crystallographic axis stands perpendicular to the ring plane. The sixfold crystallographic axis of the unit cell generates a channel structure with an internal diameter of 4.5 A. The two isomeric borazines, (iPrN=BMe) 3 and (MeN=BiPr)3 are structurally rather similar although the first of these has longer B-N bonds due to the shorter N-C bonds. Moreover, the B-N-B and N-B-N bond angles are slightly different. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

REACTION OF DIBUTYL PHENYLBORATE WITH HEXAMETHYLDISILAZANE AND HEXAMETHYLCYCLOTRISILAZANE

A study was carried out on the reaction of dibutyl phenylborate with hexamethyldisilazane and hexamethylcyclotrisilazane in the presence of a catalyst, which leads to B-triphenylborazine and various butoxysilazanes.The formation of a mixed B,N,O heterocyclic compound is also observed in the reaction with hexamethyldisilazane.