142453-07-4

Basic information

• Product Name: tris(2,6-dimethoxyphenyl)borane
• Synonyms: tris(2,6-dimethoxyphenyl)borane
• CAS NO: 142453-07-4
• Molecular Weight: 422.286
• Mol File: 142453-07-4.mol

Chemical Properties

• CAS DataBase Reference: tris(2,6-dimethoxyphenyl)borane(CAS DataBase Reference)
• NIST Chemistry Reference: tris(2,6-dimethoxyphenyl)borane(142453-07-4)
• EPA Substance Registry System: tris(2,6-dimethoxyphenyl)borane(142453-07-4)

Safety Data

• Hazardous Substances Data: 142453-07-4(Hazardous Substances Data)

Upstream product

• 109-63-7 trifluoroborane diethyl ether 
• 2785-97-9 (2,6-dimethoxyphenyl)lithium 
• 151-10-0 1,3-Dimethoxybenzene 

Downstream Products

• 162707-70-2 B(C₆H₂Br(OCH₃)2)3 
• 162719-60-0 K⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = K[B(CN)(C₆H₃(OCH₃)2)3] 
• 162719-64-4 N(CH₃)3(C₁₈H₃₇)⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = [N(CH₃)3(C₁₈H₃₇)][B(CN)(C₆H₃(OCH₃)2)3] 
• 162719-62-2 C₆H₅CH₂N(CH₃)3⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = [C₆H₅CH₂N(CH₃)3][B(CN)(C₆H₃(OCH₃)2)3] 
• 162719-66-6 N(C₂H₅)4⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = [N(C₂H₅)4][B(CN)(C₆H₃(OCH₃)2)3] 
• 162719-65-5 N(CH₃)4⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = [N(CH₃)4][B(CN)(C₆H₃(OCH₃)2)3] 
• 162719-63-3 HOCH₂CH₂N(CH₃)3⁽¹⁺⁾*B(CN)(C₆H₃(OCH₃)2)3^(1-) = [HOCH₂CH₂N(CH₃)3][B(CN)(C₆H₃(OCH₃)2)3] 
• 1262321-96-9 tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate 
• 1262321-98-1 tetramethylammonium [(cyclohex-1-enyl)ethynyl]tris(2,6-dimethoxyphenyl)borate 
• 1262321-72-1 (E)-2-(1-(2,6-dimethoxyphenyl)-2-phenylpenta-1,4-dienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1262321-71-0 (E,E)-1-(2,6-dimethoxyphenyl)-1-bis(2,6-dimethoxyphenyl)boryl-2-phenylpenta-1,3-diene 
• 1262321-99-2 (E)-1-(2,6-dimethoxyphenyl)-1-bis(2,6-dimethoxyphenyl)boryl-2-phenylpenta-1,4-diene 

Relevant articles and documents

Tris(2,6-dimethoxyphenyl)borane and its adducts

Tris(2,6-dimethoxyphenyl)borane, Φ3B (Φ = 2,6-(MeO)2C6H3), an air-stable crystalline compound, formed isolable 1:1 adducts with ammonia and some primary amines but not with tertiary amines, secondary amines, or sec-alkylamines.Some tetraalkylammonium tris(2,6-dimethoxyphenyl)cyanoborates are soluble both in water and in benzene, and the stearyltrimethylammonium salt is soluble even in n-hexane.The freezing point depression measurements for some tetraalkylammonium salts suggested that they are associated in benzene by several molecules.Keywords: Boron; 2,6-dimethoxyphenyl; Borate; Amine; Phosphonium; Solubility

Comparison of Twists in Isosteric Propellers: X-Ray Structures of Tris(2,6-dimethoxyphenyl)borane, Tris(2,6-dimethoxyphenyl)methyl Cation and Tris(2,6-dimethoxyphenyl)methyl Radical

The X-ray structures of three per-o-methoxytriphenyl-X molecules were determined by direct methods.Tris(2,6-dimethoxyphenyl)borane (1), C24H27BO6, Mr = 422.3, monoclinic, C2/c, a = 11.076 (5), b = 20.839 (8), c = 9.944 (4) Angstroem, β = 98.40 (3) deg, V = 2271 (1) Angstroem3, Z = 4, Dx = 1.24 g cm-3, λ(Mo Kα) = 0.71073 Angstroem, μ = 0.8 cm-1, F(000) = 896, T = 295 K.Refinement based on 926 unique observed reflections and 170 parameters gave a final R(Fo) = 0.045.The tetrafluoroborate salt of the isoelectronic tris(2,6-dimethoxyphenyl)methyl cation (2), C25H27O6+*BF4-, Mr = 510.3, triclinic, P, a = 7.214 (5), b = 12.931 (4), c = 13.633 (3) Angstroem, α = 83.13 (2), β = 77.70 (3), γ = 80.56 (4) deg, V = 1221 (1) Angstroem3, Z = 2, Dx = 1.39 g cm-3, λ(Cu Kα) = 1.5418 Angstroem, μ = 9.7 cm-1, F(000) = 532, T = 110 K.Refinement based on 2393 unique observed reflections and 325 parameters gave a final R(Fo) = 0.056.Tris(2,6-dimethoxyphenyl)methyl radical (3), C25H27O6, Mr = 423.5, monoclinic, P2/n, a = 10.405 (1), b = 9.429 (2), c = 11.767 (2) Angstroem, β = 102.120 (9) deg, V = 1128.7 (6) Angstroem3, Z = 2, Dx = 1.25 g cm-3, λ(Mo Kα) = 0.71073 Angstroem, μ = 0.8 cm-1, F(000) = 450, T = 295 K.Refinement based on 1189 unique observed reflections and 142 parameters gave a final R(Fo) = 0.059.The borane (1) adopts an approximate D3 conformation in the lattice at a site with crystallographic C2 symmetry and aryl twist angles of 62.8 (2) and 64.18 (2) deg for the special and general rings.The cation (2) adopts a general position in the lattice with approximate C2 symmetry.The aryl twist angles are 32.6 (2), 46.1 (2) and 48.9 (2) deg.The free radical (3) adopts a conformation that deviates markedly from the expected ground-state structure; the special ring on a crystallographic C2 axis is twisted out of the plane of coordination by only 12.3 (5) deg while the general rings are twisted by 61.0 (1) deg.