2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 849062-17-5
• Molecular Formula: C18H19 B O2 S3
• Molecular Weight: 374.357
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00584577
• Nikkaji Number: J2.913.523A
• Wikidata: Q82476260
• Mol file: 849062-17-5.mol

Synonyms:849062-17-5;2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2,2':5',2''-Terthiophene-5-boronic acid pinacol ester;4,4,5,5-tetramethyl-2-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane;2-(5-{[2,2'-BITHIOPHEN]-5-YL}THIOPHEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2,2:5,2"-Terthiophene-5-boronic acid pinacol ester,97%;SCHEMBL2607184;C18H19BO2S3;DTXSID00584577;ZIB06217;MFCD06798103;AKOS015898455;AB29810;AS-77159;CS-0153850;D82638;2,2':5'-2"-Terthiophene-5-boronic acid pinacol ester;2,2':5',2"-Terthiophene-5-boronic acid pinacol ester, 96%;2,2(2):5(2),2(3)-Terthiophene-5-boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2':5',2″-terthiophene;4,4,5,5-Tetramethyl-2-([1~2~,2~2~:2~5~,3~2~-terthiophen]-1~5~-yl)-1,3,2-dioxaborolane

Chemical Property of 2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 109-113 °C(lit.)
• Boiling Point: 492.3oC at 760 mmHg
• Flash Point: 251.5oC
• PSA: 103.18000
• Density: 1.27g/cm3
• LogP: 5.50430
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 374.0640235
• Heavy Atom Count: 24
• Complexity: 457

Purity/Quality:

97% ^*data from raw suppliers

2,2′:5′,2?″-Terthiophene-5-boronic acid pinacol ester 96% ^*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(S2)C3=CC=C(S3)C4=CC=CS4

Technology Process of 2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 1 articles about 2-([2,2':5',2''-Terthiophen]-5-yl)-4,4,5,5-tetramethyl-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: 64.0%

2,2':5',2''-terthiophene (1081-34-1) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4,4,5,5-tetramethyl-2-(12,22:25,32-terthiophen-15-yl)-1,3,2-dioxaborolane (849062-17-5)

Guidance literature:

2,2':5',2''-terthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -40 ℃; for 2h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c4nj00814f

Reference yield: 89.0%

n-benzoylpyrrolidine (3389-54-6) + 4,4,5,5-tetramethyl-2-(12,22:25,32-terthiophen-15-yl)-1,3,2-dioxaborolane (849062-17-5) → 1-([2,2':5',2''-terthiophen]-5-yl(phenyl)methyl)pyrrolidine

Guidance literature:

With samarium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; samarium diiodide; In tetrahydrofuran; at 80 ℃; Inert atmosphere; Glovebox;

DOI:10.1002/anie.202104359

Reference yield: 85.0%

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-iodophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (669763-44-4) + 4,4,5,5-tetramethyl-2-(12,22:25,32-terthiophen-15-yl)-1,3,2-dioxaborolane (849062-17-5) → 5-(4-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy]phenyl)-[2,2':5',2'']terthiophene (1262996-42-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; silver(l) oxide; In 1,4-dioxane; at 70 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.004

upstream raw materials:

2,2':5',2''-terthiophene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

C₄₃H₃₃NS₃

C₅₄H₈₄O₃S₃

2,2':5',2'':5'',2'''-quaterthiophene-5-carboxylic acid 4-sulfo-2,3,5,6-tetrafluorophenyl ester, sodium salt

SP₅T