2-Thiopheneboronic acid pinacol ester

Base Information

• Chemical Name: 2-Thiopheneboronic acid pinacol ester
• CAS No.: 193978-23-3
• Molecular Formula: C10H15BO2S
• Molecular Weight: 210.105
• Hs Code.: 2934999090
• European Community (EC) Number: 674-696-5
• DSSTox Substance ID: DTXSID40443735
• Nikkaji Number: J871.099F
• Wikidata: Q72508802
• Mol file: 193978-23-3.mol

Synonyms:193978-23-3;2-thiopheneboronic acid pinacol ester;Thiophene-2-boronic acid pinacol ester;4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane;2-(Thiopheneboronic acid)pinacol ester;4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane;thiophene-2-boronic acid, pinacol ester;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene;MFCD05663878;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-thienyl)-;SCHEMBL121468;DTXSID40443735;FFZHICFAHSDFKZ-UHFFFAOYSA-N;4,4,5,5-Tetramethyl-2-(thien-2-yl)-1,3,2-dioxaborolane;AKOS015920426;2-Thiopheneboronic acid, pinacol ester;AS-2556;CS-W000892;AM808038;SY003144;FT-0643819;T2924;A22822;EN300-262722;THIOPHEN-2-YLBORONIC ACID PINACOL ESTER;2-Thienylboronic acid 2,3-dimethyl-2,3-butanediyl;J-012560;J-524960;Thiophene-2-boronic acid pinacol ester, 98% (GC);Z1269127341;2-(4,4,5,5-tetramethyl-1,3,2,-dioxaborolan-2-yl)-thiophene;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene, AldrichCPR

Chemical Property of 2-Thiopheneboronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 68-70 °C
• Refractive Index: 1.501
• Boiling Point: 286.547 °C at 760 mmHg
• Flash Point: 127.099 °C
• PSA: 46.70000
• Density: 1.075 g/cm³
• LogP: 2.04730
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.0885811
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

98% ^*data from raw suppliers

Thiophene-2-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CS2
• Uses: Thiophene-2-boronic Acid Pinacol Ester acts as a reagent in the synthesis of bis-amide derivatives as CSF1R inhibitors.

Technology Process of 2-Thiopheneboronic acid pinacol ester

There total 34 articles about 2-Thiopheneboronic acid pinacol ester 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: 100.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + bis(pinacol)diborane (73183-34-3) → 2-thiopheneboronic acid pinacol ester (193978-23-3)

Guidance literature:

With [Ir(COD)(OMe)]2-Covalent organic framework (4-iPr); at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jacs.8b08452

Reference yield: 96.0%

2-Iodothiophene (3437-95-4,149762-92-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-thiopheneboronic acid pinacol ester (193978-23-3)

Guidance literature:

With triethylamine; bis(diphosphaferrocene)PdCl₂ dimer; In 1,4-dioxane; at 80 ℃; for 144h;

DOI:10.1016/S0022-328X(01)01146-9

Reference yield: 95.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-thiopheneboronic acid pinacol ester (193978-23-3)

Guidance literature:

thiophene; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 0.5h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 0.333333h; Further stages.;

DOI:10.1002/chem.200700399

upstream raw materials:

2-Iodothiophene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

thiophene

bis(pinacol)diborane

Downstream raw materials:

2-phenyl-4-(2-thienyl)-thiazole

4,7-bis(thiophen-2-yl)-2,1,3-benzothiadiazole

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

4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine

Refernces

• 1、 Mei, Qunbo,Tian, Ruqiang,Shi, Yujie,Hua, Qingfang,Chen, Chen,Tong, Bihai. "A series of selective and sensitive fluorescent sensors based on a thiophen-2-yl-benzothiazole unit for Hg2+". . p. 2333 - 2342. Retrieved 2016.
• 2、 Lamola, Jairus L.,Moshapo, Paseka T.,Holzapfel, Cedric W.,Christopher Maumela, Munaka. "Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands". supporting information. . Retrieved 2021/12/13.
• 3、 Hu, Jiefeng,Huang, Mingming,Marder, Todd B.,Radius, Udo,Tang, Man,Westcott, Stephen A.. "Cu-mediated: vs. Cu-free selective borylation of aryl alkyl sulfones". supporting information. p. 395 - 398. Retrieved 2022/01/19.