5-Phenylthiophene-2-boronic acid

Base Information

• Chemical Name: 5-Phenylthiophene-2-boronic acid
• CAS No.: 306934-95-2
• Molecular Formula: C10H9BO2S
• Molecular Weight: 204.057
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80379983
• Nikkaji Number: J1.976.357I
• Wikidata: Q82170010
• Mol file: 306934-95-2.mol

Synonyms:306934-95-2;5-PHENYL-2-THIENYLBORONIC ACID;5-Phenylthiophene-2-boronic acid;(5-phenylthiophen-2-yl)boronic Acid;Boronic acid, B-(5-phenyl-2-thienyl)-;5-phenylthiophen-2-ylboronic acid;5-phenyl-2-thienyl boronic acid;MFCD01114643;SCHEMBL290143;5-Phenyl-2-thiopheneboronic acid;DTXSID80379983;5-phenyl-thiophen-2-boronic acid;RBSMKSPHBJFXCJ-UHFFFAOYSA-N;(5-Phenylthien-2-yl)boronic acid;(5-Phenylthiophen-2-yl)boronicacid;AMY17937;5-phenyl-thiophen-2-yl-boronic acid;BBL103274;STL557084;AKOS004119295;AB08312;DS-17398;5-Phenyl-2-thienylboronic acid, AldrichCPR;CS-0156440;FT-0620759;EN300-212654;F15511;A876120;J-517917;Z1269147127

Chemical Property of 5-Phenylthiophene-2-boronic acid

Chemical Property:

• Vapor Pressure: 1.47E-07mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 1.632
• Boiling Point: 412.9 °C at 760 mmHg
• PKA: 8.49±0.53(Predicted)
• Flash Point: 203.5 °C
• PSA: 68.70000
• Density: 1.29 g/cm³
• LogP: 1.09490
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.0416309
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

98%Min ^*data from raw suppliers

(5-Phenylthiophen-2-yl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(S1)C2=CC=CC=C2)(O)O

Technology Process of 5-Phenylthiophene-2-boronic acid

There total 11 articles about 5-Phenylthiophene-2-boronic acid 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: 69.0%

2-phenylthiophene (825-55-8) + Trimethyl borate (121-43-7,63156-11-6) → 2-phenylthiophen-5-ylboronic acid (306934-95-2)

Guidance literature:

2-phenylthiophene; With n-butyllithium; In tetrahydrofuran; for 0.333333h; Heating;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; for 1h; Further stages.;

DOI:10.1021/jp010869j

Reference yield: 63.6%

2-phenylthiophene (825-55-8) + Triisopropyl borate (5419-55-6) → 2-phenylthiophen-5-ylboronic acid (306934-95-2)

Guidance literature:

2-phenylthiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -78 - 25 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 1h; Inert atmosphere;

DOI:10.1166/jnn.2017.13841

Reference yield: 62.0%

2-phenylthiophene (825-55-8) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → 2-phenylthiophen-5-ylboronic acid (306934-95-2)

Guidance literature:

2-phenylthiophene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1.16667h; Sealed tube; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 ℃; Sealed tube; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h; Sealed tube; Inert atmosphere;

DOI:10.1039/c9ob00561g

upstream raw materials:

2-phenylthiophene

Trimethyl borate

2-Bromo-5-phenyl-thiophene

phenylboronic acid

Downstream raw materials:

3-methoxy-1-(5-phenyl-2-thienyl)naphthalene

2-phenylthiophene

2,5-Diphenyl-thiophene

2-chloro-5-methyl-4-(5-phenyl-thiophen-2-yl)-pyrimidine

Refernces

• 1、 Kim, Hyekyoung,Reddy, M. Rajeshkumar,Hong, Seong-Soo,Kim, Choongik,Seo, Sung Yong. "Synthesis and characterization of quinoxaline derivative as organic semiconductors for organic thin-film transistors". . p. 5530 - 5538. Retrieved 2017/05/09.
• 2、 -. "AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT". Page/Page column 28; 38. . Retrieved 2012/01/11.