4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane
• CAS No.: 635305-48-5
• Molecular Formula: C11H17BO2S
• Molecular Weight: 224.132
• Hs Code.: 2934999090
• European Community (EC) Number: 625-936-2
• DSSTox Substance ID: DTXSID50440013
• Nikkaji Number: J2.859.435F
• Wikidata: Q72491467
• Mol file: 635305-48-5.mol

Synonyms:635305-48-5;4,4,5,5-tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane;4-Methylthiophene-2-boronic acid pinacol ester;4-METHYLTHIOPHENE-2-BORONIC ACID, PINACOL ESTER;4,4,5,5-tetramethyl-2-(4-methyl-2-thienyl)-1,3,2-dioxaborolane;4-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene;SCHEMBL1988136;DTXSID50440013;FNRMPXJVCSMVMA-UHFFFAOYSA-N;MFCD11045430;AKOS015943401;SB66869;AS-55610;CS-0091600;FT-0765709;M2647;4-Methyl-2-thiopheneboronic Acid Pinacol Ester;EN300-212652;A849891;4-Methylthiophene-2-boronic acid pinacol ester, 97%;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-4-methylthiophene;4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-[1,3,2]dioxaborolane

Chemical Property of 4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 26-31 °C
• Boiling Point: 309.6±30.0 °C(Predicted)
• Flash Point: 110 ºC
• PSA: 46.70000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 2.35570
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.1042311
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CS2)C

Technology Process of 4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-1,3,2-dioxaborolane

There total 8 articles about 4,4,5,5-Tetramethyl-2-(4-methylthiophen-2-yl)-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: 96.0%

3-Methylthiophene (616-44-4,84928-92-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(4-methylthiophen-2-yl)[1,3,2]dioxaborolane (635305-48-5)

Guidance literature:

With bis[1,2-bis(dimethylphosphino)-ethane]trihydridomanganese; In hexane; at 60 ℃; for 24h; Irradiation;

DOI:10.1021/acscatal.1c01563

Reference yield: 90.0%

2-bromo-4-methylthiophene (53119-60-1) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4,4,5,5-tetramethyl-2-(4-methylthiophen-2-yl)[1,3,2]dioxaborolane (635305-48-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

DOI:10.1021/jo035723q

Reference yield: 81.0%

3-Methylthiophene (616-44-4,84928-92-7) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4-methylthiophen-2-yl)[1,3,2]dioxaborolane (635305-48-5)

Guidance literature:

bis(pinacol)diborane; With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere; Glovebox;

3-Methylthiophene; In tetrahydrofuran; at 60 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c13415

upstream raw materials:

2-bromo-4-methylthiophene

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

2,3-dimethyl-2,3-butane diol

(4-methyl-2-thienyl)boronic acid

Downstream raw materials:

C₂₄H₂₄N₂S

2,8-dimethyl-5-(3-(4-methylthiophen-2-yl)phenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

tris(4-(4-methylthiophen-2-yl)phenyl)amine

2-amino-3-methyl-6-((1S,2R)-2-(4-(4-methylthiophen-2-yl)-phenyl)cyclopropyl)pyrimidin-4(3H)-one hydrochloride

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