709875
3-Methoxythiophene-2-boronic acid pinacol ester
97%
Synonym(s):
4,4,5,5-Tetramethyl-2-(3-methoxy-2-thienyl)-1,3,2-dioxaborolane
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C11H17BO3S
CAS Number:
Molecular Weight:
240.13
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
124-128 °C
SMILES string
COc1ccsc1B2OC(C)(C)C(C)(C)O2
InChI
1S/C11H17BO3S/c1-10(2)11(3,4)15-12(14-10)9-8(13-5)6-7-16-9/h6-7H,1-5H3
InChI key
FXKKXDGOIQJEJS-UHFFFAOYSA-N
Application
3-Methoxythiophene-2-boronic acid pinacol ester can be used:
- As an intermediate in the synthesis of benzothiadiazole derivatives, which are used as building blocks in the preparation of organic semiconductors.[1]
- As a starting material in the synthesis of imidazo[1,2-a]pyridine derivatives exhibiting bright excited-state intramolecular proton transfer (ESIPT) luminescence property in solid-state.[2]
- As a starting material in the preparation of polycyclic aromatic triptycenes.[3]
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Polycyclic aromatic triptycenes: oxygen substitution cyclization strategies
VanVeller B, et al.
Journal of the American Chemical Society, 134(17), 7282-7285 (2012)
Synthesis of benzothiadiazole derivatives by applying C--C cross-couplings
Heiskanen JP, et al.
The Journal of Organic Chemistry, 81(4), 1535-1546 (2016)
Development of imidazo [1, 2-a] pyridine derivatives with an intramolecular hydrogen-bonded seven-membered ring exhibiting bright ESIPT luminescence in the solid state
Mutai T, et al.
Organic Letters, 21(7), 2143-2146 (2019)
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