1190376-24-9

Basic information

• Product Name: 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• Synonyms: 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• CAS NO: 1190376-24-9
• Molecular Formula: C₂₁H₂₃BO₃
• Molecular Weight: 334.21652
• Mol File: 1190376-24-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(1190376-24-9)
• EPA Substance Registry System: 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(1190376-24-9)

Safety Data

• Hazardous Substances Data: 1190376-24-9(Hazardous Substances Data)

Usage

General Description

2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane is a chemical compound that is a boronic ester. It is commonly used as a reagent in organic chemistry, particularly in the field of Suzuki-Miyaura coupling reactions. 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane is known for its ability to react with aryl halides and pseudohalides to form biaryl compounds. It is also used as a precursor in the synthesis of various pharmaceuticals and agrochemicals, as well as in the development of materials science and nanotechnology. The tetramethyl substitution on the boron atom increases the stability and reactivity of 2-[4-(4-Methoxy-phenylethynyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, making it a valuable tool in organic synthesis.

Upstream product

• 768-60-5 4-methoxyphenylacetylen 
• 73852-88-7 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 189099-57-8 1-bromo-4-[2-(4-methoxyphenyl)ethynyl]benzene 
• 73183-34-3 bis(pinacol)diborane 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 1169942-90-8 2-{4-[2-(4-methoxy-phenyl)-vinyl]-phenyl}-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1422172-94-8 2-[4-[2-(4-methoxyphenyl)ethyl]phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1352608-68-4 [(η4-C4(C6H4-4-B(OCMe2)2)2(C6H4-4-OMe)2)Co(η5-C5H5)] 
• 1352608-50-4 [(η4-C4(C6H4-4-B(OCMe2)2)2(C6H4-4-OMe)2)Co(η5-C5H5)] 
• 1223435-21-9 2-[4-(4-methoxyphenylethynyl)phenyl]-1-methyl-1H-imidazole-4,5-dicarbonitrile 

Relevant articles and documents

Synthesis and optical properties of novel D-π-A-π-D type cationic cyclopentadienyliron complexes of arenes

Diphenylethynyl chromophores were successfully introduced into the arene ligands of cationic cyclopentadienyliron complexes through nucleophilic substitution and Suzuki coupling reactions. Three novel cationic cyclopentadienyliron complexes with symmetrical di(4-methoxy-phenylethynyl) chromophores (CFSs) were obtained and completely characterized by IR, 1H NMR, 13C NMR, and MS. The linear and nonlinear optical properties of the obtained molecules were tuned using phenylethynyl linkages. The UV-Vis absorption spectra showed that increasing the conjugation by substituting phenylacetylene spacer resulted in a red shift in the absorption bands and a stronger absorption in CFSs than in the previously reported (η6-cumene)(η5-cyclopentadienyl)iron hexafluorophosphate (I-261). These cross-conjugated D-π-A-π-D type compounds also showed larger third-order nonlinear susceptibility than I-261.

Convenient methods for preparing ?-conjugated linkers as building blocks for modular chemistry

Simple, straightforward and optimized procedures for preparing extended ?-conjugated linkers are described. Either unsubstituted or 4-donor substituted ?-linkers bearing a styryl, biphenyl, phenylethenylphenyl, and phenylethynylphenyl ?-conjugated backbone are functionalized with boronic pinacol esters as well as with terminal acetylene moieties allowing their further use as building blocks in Suzuki-Miyaura or Sonogashira coupling reactions.