Cas no 851231-30-6 (2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boronic ester derivative commonly used as an intermediate in Suzuki-Miyaura cross-coupling reactions. Its sterically hindered 2,6-dimethoxyphenyl group enhances stability, reducing undesired protodeboronation and improving handling under ambient conditions. The tetramethyl dioxaborolane moiety offers excellent solubility in organic solvents, facilitating its use in synthetic applications. This compound is particularly valuable in the synthesis of complex biaryl structures, where its robust boronate framework ensures high reactivity with aryl halides while maintaining selectivity. Its crystalline solid form allows for straightforward purification and characterization, making it a reliable choice for pharmaceutical and materials science research.
2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
851231-30-6 structure
Product Name:2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:851231-30-6
MF:C14H21BO4
MW:264.125144720078
MDL:MFCD22494601
CID:2104215
PubChem ID:12192578
Update Time:2025-06-08

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (ACI)
    • CS-0356533
    • E85325
    • DA-02332
    • MFCD22494601
    • EN300-842741
    • 851231-30-6
    • BS-45604
    • MDL： MFCD22494601
    • Inchi： 1S/C14H21BO4/c1-13(2)14(3,4)19-15(18-13)12-10(16-5)8-7-9-11(12)17-6/h7-9H,1-6H3
    • InChI Key： FZSMHXDGONFVOO-UHFFFAOYSA-N
    • SMILES： O(C)C1C(B2OC(C)(C)C(C)(C)O2)=C(OC)C=CC=1

Computed Properties

  • Exact Mass: 264.1532893g/mol
  • Monoisotopic Mass: 264.1532893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 291
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 36.9?2

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
ChemScence
CS-0356533-25g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6
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 $163.0 2022-04-26
ChemScence
CS-0356533-5g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6
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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
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Ambeed
A1004770-1g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
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 $11.0 2025-04-16
Ambeed
A1004770-5g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
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Ambeed
A1004770-25g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
25g
 $158.0 2025-04-16
Aaron
AR00G9R8-100g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
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Aaron
AR00G9R8-25g
2-(2,6-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 98%
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Enamine
EN300-842741-0.05g
2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 95%
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Enamine
EN300-842741-0.1g
2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
 851231-30-6 95%
0.1g
 $252.0 2024-05-21

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ;  2 - 10 h, reflux
1.2 Reagents: Water
Reference
The conversion of phenols to the corresponding aryl halides under mild conditions
Thompson, Alicia L. S.; Kabalka, George W.; Akula, Murthy R.; Huffman, John W., Synthesis, 2005, (4), 547-550

Production Method 2

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C
1.2 -78 °C; -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt
Reference
Enantioselective Synthesis of (+)-Estrone Exploiting a Hydrogen Bond-Promoted Diels-Alder Reaction
Weimar, Marko; Durner, Gerd; Bats, Jan W.; Gobel, Michael W., Journal of Organic Chemistry, 2010, 75(8), 2718-2721

Production Method 3

Reaction Conditions
1.1 Solvents: Toluene ;  15 h, reflux
Reference
Progress towards synthetic chlorins with graded polarity, conjugatable substituents, and wavelength tunability
Ra, Doyoung; Gauger, Kelly A.; Muthukumaran, Kannan; Balasubramanian, Thiagarajan; Chandrashaker, Vanampally; et al, Journal of Porphyrins and Phthalocyanines, 2015, 19(4), 547-572

Production Method 4

Reaction Conditions
1.1 Reagents: Cesium carbonate Catalysts: Palladium diacetate ,  Phosphine, tris[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]- Solvents: Ethyl acetate ;  rt; 24 h, 80 °C
Reference
Economical and Readily Accessible Preparation of o,o-Disubstituted Arylboronates through Palladium-Catalyzed Borylation of Haloarenes
Kuwano, Ryoichi ; Lee, Eunhyung; Won, Sungyong, Organic Letters, 2021, 23(24), 9649-9653

Production Method 5

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Palladium diacetate ,  9-[1,1′-Biphenyl]-2-yl-9-phosphabicyclo[3.3.1]nonane Solvents: 1,4-Dioxane ;  24 h, 80 °C
Reference
Efficient system for facile access to ortho-substituted aryl boronates through palladium-catalysed borylation
Lamola, Jairus L. ; Moshapo, Paseka T.; Holzapfel, Cedric W.; Makhubela, Banothile C. E.; Christopher Maumela, Munaka, Tetrahedron Letters, 2023, 120,

Production Method 6

Reaction Conditions
1.1 Solvents: Diethyl ether ;  18 h, rt
Reference
Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene-Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles
Ling, Liang; He, Yuan; Zhang, Xue; Luo, Meiming; Zeng, Xiaoming, Angewandte Chemie, 2019, 58(20), 6554-6558

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Raw materials

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Preparation Products

2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Related Literature

851231-30-6 (2-(2,6-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane) Related Products

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