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Merck
CN

480061

2,6-二甲基苯硼酸

≥95.0%

别名:

2,6-Dimethylbenzeneboronic acid, 2,6-Xyleneboronic acid, 2,6-Xylylboronic acid

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关于此项目

线性分子式:
(CH3)2C6H3B(OH)2
化学文摘社编号:
分子量:
149.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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产品名称

2,6-二甲基苯硼酸, ≥95.0%

InChI

1S/C8H11BO2/c1-6-4-3-5-7(2)8(6)9(10)11/h3-5,10-11H,1-2H3

SMILES string

Cc1cccc(C)c1B(O)O

InChI key

ZXDTWWZIHJEZOG-UHFFFAOYSA-N

assay

≥95.0%

impurities

<10% water

mp

105 °C (dec.) (lit.)

Quality Level

Other Notes

含不定量的酸酐

Application

Reagent used for
  • Palladium catalyzed Suzuki-Miyaura coupling reactions
  • One-pot ipso-nitration of arylboronic acids including broader substrate scope of heterocycles and functional groups
  • Nickel-Catalyzed Cross-Coupling of Chromene Acetals and Boronic Acids
  • Visible-light initiated aerobic oxidative hydroxylation catalyzed by Ru-complex
  • Rhodium(I)-catalyzed 1,4-addition reactions
  • Pd-catalyzed homocouplings
  • Expanded scope of Cu assisted Suzuki-Miyaura coupling reactions including aryl chlorides and polyhalo aryl boronates

Reagent used in Prepration of
  • Orally bioavialable G Protein-Coupled Receptor 40 agonists for diabetes treatment
  • Solid phase synthesis and antitumor structure-activity relationship of Smac triazoloprolines and biarylalanines tetrapeptide libraries
  • Protein Kinase inhibitors

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Expanding the scope of the Cu assisted Suzuki-Miyaura reaction
Crowley, B. M.; et al.
Tetrahedron Letters, 52, 5055-5059 (2011)
Room-temperature synthesis of tetra-ortho-substituted biaryls by NHC-catalyzed Suzuki-Miyaura couplings.
Linglin Wu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(46), 12886-12890 (2011-10-11)
Laura A T Cleghorn et al.
ChemMedChem, 6(12), 2214-2224 (2011-09-14)
New drugs are urgently needed for the treatment of tropical parasitic diseases such as leishmaniasis and human African trypanosomiasis (HAT). This work involved a high-throughput screen of a focussed kinase set of ~3400 compounds to identify potent and parasite-selective inhibitors
Sebastian T Le Quement et al.
ACS combinatorial science, 13(6), 667-675 (2011-09-13)
Apoptotic induction mechanisms are of crucial importance for the general homeostasis of multicellular organisms. In cancer the apoptotic pathways are downregulated, which, at least partly, is due to an abundance of inhibitors of apoptosis proteins (IAPs) that block the apoptotic
Satoshi Mikami et al.
Journal of medicinal chemistry, 55(8), 3756-3776 (2012-03-21)
As part of a program to identify potent GPR40 agonists with drug-like properties suitable for clinical development, the incorporation of polar substituents was explored with the intention of decreasing the lipophilicity of our recently disclosed phenylpropanoic acid derivative 1. This

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