655074
5-Methylthiophene-2-boronic acid pinacol ester
95%
Synonym(s):
5-(2-Methylthiophene)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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About This Item
Empirical Formula (Hill Notation):
C11H17BO2S
CAS Number:
Molecular Weight:
224.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C11H17BO2S/c1-8-6-7-9(15-8)12-13-10(2,3)11(4,5)14-12/h6-7H,1-5H3
SMILES string
Cc1ccc(s1)B2OC(C)(C)C(C)(C)O2
InChI key
LTOLNTYOBPPFLS-UHFFFAOYSA-N
assay
95%
impurities
4-5% pinacol
density
0.937 g/mL at 25 °C (lit.)
Application
5-Methylthiophene-2-boronic acid pinacol ester can be used as a reactant:
- In the palladium-catalyzed Suzuki coupling reaction for the preparation of heteroaryl derivatives.
- To synthesize N-(4-methylpyridin-2-yl)thiophene-2-carboxamide analog as potential inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE).
- To prepare organic recyclable mechanoluminescent luminogen via Wittig and Suzuki reactions.
Storage Class
10 - Combustible liquids
wgk
WGK 2
flash_point_f
221.0 °F
flash_point_c
105 °C
Regulatory Information
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Synthesis, in-vitro cholinesterase inhibition, in-vivo anticonvulsant activity and in-silico exploration of N-(4-methylpyridin-2-yl) thiophene-2-carboxamide analogs
Ahmad G, et al.
Bioorganic Chemistry, 92, 103216-103216 (2019)
Recyclable mechanoluminescent luminogen: different polymorphs, different self-assembly effects of the thiophene moiety and recovered molecular packing via simple thermal-treatment
Wang C, et al.
Materials Chemistry Frontiers., 3(1), 32-38 (2019)
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