480061
2,6-Dimethylphenylboronic acid
≥95.0%
Synonym(s):
2,6-Dimethylbenzeneboronic acid, 2,6-Xyleneboronic acid, 2,6-Xylylboronic acid
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About This Item
Linear Formula:
(CH3)2C6H3B(OH)2
CAS Number:
Molecular Weight:
149.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
2,6-Dimethylphenylboronic acid, ≥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
Related Categories
Application
Reagent used for
Reagent used in Prepration of
- 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
Other Notes
contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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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