4,4,5,5-Tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane
• CAS No.: 849681-64-7
• Molecular Formula: C26H32B2O4
• Molecular Weight: 430.16
• Hs Code.: 2931900090
• European Community (EC) Number: 805-434-1
• DSSTox Substance ID: DTXSID30479684
• Nikkaji Number: J2.149.976E
• Wikidata: Q82313828
• Mol file: 849681-64-7.mol

Synonyms:849681-64-7;4,4,5,5-tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane;CID 12187454;4,4,5,5-tetramethyl-2-(4-{2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-[4-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl]phenyl]-1,3,2-dioxaborolane;4,4'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)diphenylacetylene;DIPHENYLACETYLENE-4,4'-DIBORONIC ACID BIS(PINACOL) ESTER;1,2-Bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyne;1,2-Bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetylene;DTXSID30479684;MFCD16294524;AKOS025392299;AS-2410;CS-0174670;FT-0717946;A917685;4,4'-(Acetylene-1,2-diyl)bis(phenylboronic acid pinacol ester), 95%;2,2'-[Ethyne-1,2-diyldi(4,1-phenylene)]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property of 4,4,5,5-Tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 275-280°C
• Boiling Point: 536.4±35.0 °C(Predicted)
• PSA: 36.92000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.68480
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 430.2486698
• Heavy Atom Count: 32
• Complexity: 654

Purity/Quality:

97% ^*data from raw suppliers

4,4''-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)diphenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C#CC3=CC=C(C=C3)B4OC(C(O4)(C)C)(C)C
• Uses: 4,4''-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)diphenylacetylene

Technology Process of 4,4,5,5-Tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane

There total 1 articles about 4,4,5,5-Tetramethyl-2-(4-{2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethynyl}phenyl)-1,3,2-dioxaborolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

1,2-bis(4-bromophenyl)acetylene (2789-89-1) + bis(pinacol)diborane (73183-34-3) → (1,2-bis(4-(4,4,5,5-tetramethyl--1,3,2-dioxaborolan-2yl)phenyl)acetylene) (849681-64-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 105 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.01.014

Reference yield: 71.0%

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) + (1,2-bis(4-(4,4,5,5-tetramethyl--1,3,2-dioxaborolan-2yl)phenyl)acetylene) (849681-64-7) → C40H55B3O6Si

Guidance literature:

With Pd(1,3,4,5-tetramethylimidazol-2-ylidene)₂(diphenylacetylene); In benzene-d6; at 100 ℃; for 3h; stereoselective reaction;

DOI:10.1021/acscatal.6b00127

Reference yield: 67.0%

(1,2-bis(4-(4,4,5,5-tetramethyl--1,3,2-dioxaborolan-2yl)phenyl)acetylene) (849681-64-7) + 4'-bromo-2',5'-bis-dodexylocy-biphenyl-4-carboxylic acid methyl ester → C90H126O8

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 7h;

DOI:10.1016/j.tetlet.2005.01.014

upstream raw materials:

1,2-bis(4-bromophenyl)acetylene

bis(pinacol)diborane

Downstream raw materials:

(E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene

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