753459
Acetylene-1,2-diyl bis(boronic acid pinacol ester)
97%
Synonym(s):
1,2-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyne, Ethyne-1,2-diyl bis(boronic acid pinacol ester), Ethyne-1,2-diyldiboronic acid dipinacol ester
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About This Item
Empirical Formula (Hill Notation):
C14H24B2O4
CAS Number:
Molecular Weight:
277.96
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
Assay
97%
form
powder
mp
269 °C
storage temp.
2-8°C
SMILES string
CC1(C)OB(OC1(C)C)C#CB2OC(C)(C)C(C)(C)O2
InChI
1S/C14H24B2O4/c1-11(2)12(3,4)18-15(17-11)9-10-16-19-13(5,6)14(7,8)20-16/h1-8H3
InChI key
FABDBLONUBCKBB-UHFFFAOYSA-N
Application
Reactant for the preparation of:
- Poly(p-phenyleneethynylene)s (PPEs), which are used in constructing organic light-emitting diodes (OLEDs), field-effect transistors (FETs) and several other materials used in electronic devices
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Youn K Kang et al.
Organic letters, 10(7), 1341-1344 (2008-03-14)
We report the synthesis, structure, and characterization of a novel ethyne synthon, 1,2-bis(4',4',5',5'-tetramethyl[1',3',2']dioxaborolan-2'-yl)ethyne (B2C2). We demonstrate the utility of B2C2 in the Suzuki-Miyaura polycondensation reaction, synthesizing a water-soluble poly(p-phenyleneethynylene) from [2,5-diiodo-1,4-bis(3-propoxy-sulfonicacid)benzene] sodium salt in neat water under an aerobic atmosphere.
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