912844-88-3 (3-联苯硼酸频那醇酯,2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

快速询单

结构式：

3-联苯硼酸频那醇酯MOL文件

CAS号：

912844-88-3

中文名称：

3-联苯硼酸频那醇酯

英文名称：

2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

分子式：

C₁₈H₂₁BO₂

分子量：

280.169145345688

3-联苯硼酸频那醇酯(912844-88-3)名称与标识符

名称

中文别名：

3-联苯硼酸频呐醇酯;3-联苯硼酸频哪醇酯;3-联苯硼酸频那醇酯;3-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)联苯;3-联苯基硼酸频哪醇酯;

英文别名：

2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-Biphenylboronic acid pinacol ester;4,4,5,5-tetramethyl-2-(3-phenylphenyl)-1,3,2-dioxaborolane;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl;biphenyl-3-boronic acid pinacol ester;2-(BIPHENYL-3-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;UUMDSELMDKINPL-UHFFFAOYSA-N;5267AC;BC001259;SY108398;AX8236455;ST24039807;MF;2-[1,1′-Biphenyl]-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (ACI);1,1′-Biphenyl-3-ylboronic acid pinacol ester;MFCD18452169;C18H21BO2;SCHEMBL3362199;[1,1'-BIPHENYL]-3-YLBORONIC ACID PINACOL ESTER;2-{[1,1'-BIPHENYL]-3-YL}-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;Z2044738566;AKOS016005606;3-Biphenylboronic acid, pinacol ester;2-([1,1\\'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;B6023;912844-88-3;CS-B1262;DS-18318;DB-104280;DTXSID20591682;EN300-1706463;

标识符

MDL：

MFCD18452169

InChIKey：

UUMDSELMDKINPL-UHFFFAOYSA-N

Inchi：

1S/C18H21BO2/c1-17(2)18(3,4)21-19(20-17)16-12-8-11-15(13-16)14-9-6-5-7-10-14/h5-13H,1-4H3

SMILES：

O1C(C)(C)C(C)(C)OB1C1C=C(C2C=CC=CC=2)C=CC=1

3-联苯硼酸频那醇酯(912844-88-3)物化性质

实验特性

LogP : 3.65280
PSA : 18.46000
沸点 : 412.7±24.0℃ at 760 mmHg
熔点 : 80.0 to 84.0 deg-C

计算特性

精确分子量 : 280.16300
氢键供体数量 : 0
氢键受体数量 : 2
可旋转化学键数量 : 2
同位素质量 : 280.1634601g/mol
重原子数量 : 21
复杂度 : 344
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
拓扑分子极性表面积 : 18.5

3-联苯硼酸频那醇酯(912844-88-3)海关数据

海关编码：

2934999090

海关数据：

中国海关编码：

2934999090

概述：

2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

申报要素：

品名, 成分含量, 用途

Summary：

2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3-联苯硼酸频那醇酯(912844-88-3)推荐厂家更多厂家(18)

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金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
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3-联苯硼酸频那醇酯(912844-88-3)合成路线

合成路线：1 步

25015-63-8

2113-56-6

_88%

912844-88-3

反应条件：

1.1 Reagents: Magnesium Catalysts: Cobalt chloride (CoCl2) , 2,4,6-Trimethyl-N-[1-methyl-3-[(2,4,6-trimethylphenyl)amino]-2-buten-1-ylidene]b… Solvents: Tetrahydrofuran ; 24 h, 60 °C

参考文献：

Cobalt-Catalyzed Formation of Grignard Reagents via C-O or C-S Bond Activation

Pietrasiak, Ewa; Ha, Seongmin; Jeon, Seungwon; Jeong, Jongheon; Lee, Jiyeon; et al, Journal of Organic Chemistry, 2022, 87(13), 8380-8389

合成路线：1 步

73183-34-3

2367-22-8

_83%

912844-88-3

反应条件：

1.1 Reagents: Lithium bis(trimethylsilyl)amide Catalysts: Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ; 12 h, 80 °C

参考文献：

LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides

Zhao, Xianghu; Wu, Mingsheng; Liu, Yisen; Cao, Song, Organic Letters, 2018, 20(18), 5564-5568

合成路线：1 步

73183-34-3

580-51-8

_80%

912844-88-3

反应条件：

1.1 Reagents: Tripotassium phosphate , Methanaminium, N-[(dimethylamino)fluoromethylene]-N-methyl-, hexafluorophosphate… Catalysts: Bis(1,5-cyclooctadiene)nickel , Tricyclohexylphosphine Solvents: 1,4-Dioxane ; 24 h, 60 °C

参考文献：

Ni-Catalyzed Deoxygenative Borylation of Phenols Via O-Phenyl-uronium Activation

Liu, Xiaojie; Xu, Biping; Su, Weiping, ACS Catalysis, 2022, 12(15), 8904-8910

合成路线：1 步

157790-83-5

73183-34-3

_76%

912844-88-3

反应条件：

1.1 Reagents: Lithium tert-butoxide Catalysts: Bis(acetylacetonato)nickel , 1H-Imidazolium, 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dimethyl-, chloride (1… Solvents: Cyclopentyl methyl ether ; 16 h, 100 °C

参考文献：

Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C-O Bond Activation

Pein, Wesley L. ; Wiensch, Eric M.; Montgomery, John, Organic Letters, 2021, 23(12), 4588-4592

合成路线：1 步

73183-34-3

2367-22-8

_75%

912844-88-3

反应条件：

1.1 Reagents: Cesium fluoride Catalysts: Chlorobis(tricyclohexylphosphine)copper Solvents: Toluene ; 24 h, 80 °C

参考文献：

Copper-Catalyzed ipso-Borylation of Fluoroarenes

Niwa, Takashi ; Ochiai, Hidenori; Hosoya, Takamitsu, ACS Catalysis, 2017, 7(7), 4535-4541

合成路线：1 步

2060541-04-8

_73%

912844-88-3

反应条件：

1.1 Reagents: Triethylamine Catalysts: 1-Hydroxypyrene Solvents: Tetrahydrofuran ; 18 h, 35 °C

参考文献：

Bifunctional 1-Hydroxypyrene Photocatalyst for Hydrodesulfurization via Reductive C(Aryl)-S Bond Cleavage

Wu, Di; Shiozuka, Akira; Kawashima, Kyohei; Mori, Toshifumi ; Sekine, Kohei ; et al, Organic Letters, 2023, 25(18), 3293-3297

合成路线：1 步

73183-34-3

716-76-7

_68%

912844-88-3

反应条件：

1.1 Reagents: Sodium fluoride , Proton sponge Catalysts: (SP-4-2)-Chlorotris(triphenylphosphine)rhodium , Methanaminium, N-[(dimethylamino)fluoromethylene]-N-methyl-, hexafluorophosphate… Solvents: Toluene ; 24 h, 140 °C

参考文献：

Rh-Catalyzed Direct Decarbonylative Borylation of Carboxylic Acids

Yin, Chang; Liao, Yanjing; He, Bangyue; Li, Hongyi; Su, Weiping, Chemistry - A European Journal, 2023, 29(29),

合成路线：1 步

73183-34-3

2113-57-7

_66%

912844-88-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium , 2′-(Dicyclohexylphosphino)-N,N-dimethyl[1,1′-biphenyl]-2-amine ; 3 h

参考文献：

Electromagnetic Mill Promoted Mechanochemical Solvent-Free Palladium-Catalyzed Borylation of Aryl Bromides

Liu, Yunxia; Li, Xin; Liu, Qing ; Li, Xinjin ; Liu, Hui, Organic Letters, 2022, 24(36), 6604-6608

合成路线：1 步

73183-34-3

2113-57-7

_66%

912844-88-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ; 24 h, reflux

参考文献：

Ligand-Enabled, Iridium-Catalyzed ortho-Borylation of Fluoroarenes

Kuleshova, Olena; Asako, Sobi ; Ilies, Laurean, ACS Catalysis, 2021, 11(10), 5968-5973

合成路线：1 步

_66%

反应条件：

1.1 Catalysts: 2411767-15-0 ; 20 h, 120 °C

参考文献：

Undirected ortho-selectivity in C-H borylation of arenes catalyzed by NHC platinum(0) complexes

Rzhevskiy, Sergey A.; Topchiy, Maxim A.; Golenko, Yulia D.; Gribanov, Pavel S.; Sterligov, Grigorii K.; et al, Mendeleev Communications, 2020, 30(5), 569-571

合成路线：1 步

643-93-6

73183-34-3

_62%

912844-88-3

反应条件：

1.1 Reagents: N-Hydroxyphthalimide , tert-Butyl nitrite Catalysts: Lithium bromide Solvents: Acetonitrile ; 48 h, 80 °C
1.2 Catalysts: 1,1-Dimethylethyl 3-pyridinecarboxylate Solvents: (Trifluoromethyl)benzene ; 21 h, 110 °C

参考文献：

Cleavage of C(aryl)-CH3 Bonds in the Absence of Directing Groups under Transition Metal Free Conditions

Dai, Peng-Fei; Ning, Xiao-Shan; Wang, Hua; Cui, Xian-Chao; Liu, Jie; et al, Angewandte Chemie, 2019, 58(16), 5392-5395

合成路线：1 步

73183-34-3

716-76-7

_60%

912844-88-3

反应条件：

1.1 Catalysts: Pyridine , Tetrabutylammonium acetate , 2,8-Dichloroindolo[2,1-b]quinazoline-6,12-dione Solvents: Acetone , Acetonitrile ; 6 h, 35 - 40 °C

参考文献：

Organic charge-transfer complex induces chemoselective decarboxylation to aryl radicals for general functionalization

Hu, Chun-Hong; Sang, Yueqian; Yang, Ya-Wei; Li, Wen-Wen; Wang, Hui-Lin; et al, Chem, 2023, 9(10), 2997-3012

合成路线：1 步

2244150-61-4

73183-34-3

_60%

912844-88-3

反应条件：

1.1 Catalysts: Triphenylphosphine , Bis(1,5-cyclooctadiene)nickel Solvents: Toluene , Octane ; 30 s, rt
1.2 Reagents: Sodium chloride , Potassium fluoride ; 24 h, 140 °C

参考文献：

Nickel-catalyzed decarbonylative borylation of aroyl fluorides

Wang, Zhenhua; Wang, Xiu; Nishihara, Yasushi, Chemical Communications (Cambridge, 2018, 54(99), 13969-13972

合成路线：1 步

73183-34-3

2052-07-5

_58%

912844-88-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 18 h, reflux

参考文献：

Fluorine-programmed nanozipping to tailored nanographenes on rutile TiO2 surfaces

Kolmer, M. ; Zuzak, R. ; Steiner, A. K. ; Zajac, L. ; Engelund, M. ; et al, Science (Washington, 2019, 363(6422), 57-60

合成路线：1 步

1997317-90-4

73183-34-3

_51%

912844-88-3

反应条件：

1.1 Reagents: Lithium carbonate (Li2CO3) Catalysts: Tributylphosphine , Bis(1,5-cyclooctadiene)nickel Solvents: 1,4-Dioxane ; 36 h, 170 °C

参考文献：

Functional Group Interconversion: Decarbonylative Borylation of Esters for the Synthesis of Organoboronates

Guo, Lin; Rueping, Magnus, Chemistry - A European Journal, 2016, 22(47), 16787-16790

合成路线：1 步

73183-34-3

2051-61-8

_49%

912844-88-3

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Iron(III) acetylacetonate Solvents: Toluene ; 16 h, 150 °C; 150 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Iron-catalyzed borylation of aryl chlorides in the presence of potassium t-butoxide

Yoshida, Takumi; Ilies, Laurean; Nakamura, Eiichi, ACS Catalysis, 2017, 7(5), 3199-3203

合成路线：1 步

_48%

反应条件：

1.1 Catalysts: (SP-4-3)-Carbonylchlorobis(trimethylphosphine)rhodium ; 12 h
1.2 Reagents: Oxygen ; 5 min

参考文献：

Efficient Rh-catalyzed C-H borylation of arene derivatives under photochemical conditions

Bheeter, Charles Beromeo; Chowdhury, Abhishek Dutta; Adam, Rosa; Jackstell, Ralf; Beller, Matthias, Organic & Biomolecular Chemistry, 2015, 13(41), 10336-10340

合成路线：1 步

_42%

反应条件：

1.1 Catalysts: [[1,3-Bis[2,6-bis(1-methylethyl)phenyl]-2-phenyl-1H-imidazolium-4,5-diyl]-1,2-ph… ; 24 h, 100 °C

参考文献：

Nickel-Catalyzed C(sp2)-H Borylation of Arenes

Das, Arpan; Hota, Pradip Kumar; Mandal, Swadhin K., Organometallics, 2019, 38(17), 3286-3293

合成路线：1 步

73183-34-3

2243-47-2

_34%

912844-88-3

反应条件：

1.1 Reagents: Oxygen Catalysts: Acridinium, 10-methyl-9-(2,4,6-trimethylphenyl)-, tetrafluoroborate(1-) (1:1) Solvents: Dimethyl carbonate ; 24 h, 35 °C

参考文献：

Photoinduced Divergent Deaminative Borylation and Hydrodeamination of Primary Aromatic Amines

Shiozuka, Akira; Sekine, Kohei ; Toki, Takumi; Kawashima, Kyohei; Mori, Toshifumi ; et al, Organic Letters, 2022, 24(23), 4281-4285

合成路线：1 步

73183-34-3

912844-88-3

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 12 h, 120 °C

参考文献：

Metal-Free and Redox-Neutral Conversion of Organotrifluoroborates into Radicals Enabled by Visible Light

Liu, Wenbo ; Liu, Peng; Lv, Leiyang; Li, Chao-Jun, Angewandte Chemie, 2018, 57(41), 13499-13503

合成路线：1 步

5122-95-2

76-09-5

912844-88-3

反应条件：

1.1 Solvents: Diethyl ether ; overnight, rt

参考文献：

Palladium-Catalyzed Monofluoromethylation of Arylboronic Esters with Fluoromethyl Iodide

Hu, Jingyu; Gao, Bing; Li, Lingchun; Ni, Chuanfa; Hu, Jinbo, Organic Letters, 2015, 17(12), 3086-3089

合成路线：1 步

反应条件：

1.1 Catalysts: 2756816-84-7 ; 72 h, 110 °C

参考文献：

Rhodium Indenyl NHC and Fluorenyl-Tethered NHC Half-Sandwich Complexes: Synthesis, Structures and Applications in the Catalytic C-H Borylation of Arenes and Alkanes

Evans, Kieren J. ; Morton, Paul A. ; Luz, Christian; Miller, Callum; Raine, Olivia; et al, Chemistry - A European Journal, 2021, 27(71), 17824-17833