2-Formylthiophene-4-boronic acid

Base Information

• Chemical Name: 2-Formylthiophene-4-boronic acid
• CAS No.: 175592-59-3
• Molecular Formula: C₅H₅BO₃S
• Molecular Weight: 155.97
• Hs Code.: 2934999090
• European Community (EC) Number: 691-947-4
• DSSTox Substance ID: DTXSID70454556
• Nikkaji Number: J1.085.492J
• Wikidata: Q72479484
• Mol file: 175592-59-3.mol

Synonyms:2-formylthiophene-4-boronic acid;175592-59-3;(5-formylthiophen-3-yl)boronic Acid;5-Formylthiophen-3-ylboronic acid;5-Formylthiophene-3-boronic acid;(5-formyl-3-thienyl)boronic acid;2-FORMYL-4-THIOPHENEBORONIC ACID;2-Formylthiophene-4-boronicacid;5-FORMYLTHIOPHEN-3-BORONIC ACID;MFCD03002365;5-Formyl-3-thienylboronic acid;5-formyl-3-thiopheneboronic acid;4-Boronothiophene-2-carboxaldehyde;SCHEMBL8831;2-formyl-4-thiopheneboronicacid;5-Formylthiophen-3-ylboronicacid;DTXSID70454556;ZCUFJAORCNFWOF-UHFFFAOYSA-N;2-formyl thiophene-4-boronic acid;5-Formyl-thiophene-3-boronic acid;AMY22055;BCP31082;(5-formyl-3-thiophenyl)boronic acid;AKOS004119285;AB12891;AS-3011;CS-W016246;(5-methanoylthiophen-3-yl)boronic acid;Boronic acid, B-(5-formyl-3-thienyl)-;SY007963;BB 0260650;F1065;FT-0643702;5-formylthiophene-3-boronic acid, AldrichCPR;EN300-247263;A812098;J-509541;(5-formylthiophen-3-yl)boronic Acid pound>>5-Formylthiophene-3-boronic acid

Chemical Property of 2-Formylthiophene-4-boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 270-272 °C
• Refractive Index: 1.573
• Boiling Point: 395.084 °C at 760 mmHg
• PKA: 7.55±0.10(Predicted)
• Flash Point: 192.74 °C
• PSA: 85.77000
• Density: 1.412 g/cm³
• LogP: -0.75960
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 156.0052454
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

2-Formylthiophene-4-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CSC(=C1)C=O)(O)O
• Uses: suzuki reaction 2-Formylthiophene-4-boronic acid is used as intermediates.

Technology Process of 2-Formylthiophene-4-boronic acid

There total 4 articles about 2-Formylthiophene-4-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: 71.0%

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane (58267-85-9) + Triisopropyl borate (5419-55-6) → (5‐formylthiophen‐3‐yl)boronic acid (175592-59-3)

Guidance literature:

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

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

Reference yield: 71.0%

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane (58267-85-9) + Triisopropyl borate (5419-55-6) + water (7732-18-5) → (5‐formylthiophen‐3‐yl)boronic acid (175592-59-3)

Guidance literature:

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

water; With hydrogenchloride; at 20 ℃; for 1h;

Reference yield: 71.0%

hydrogenchloride (7647-01-0,15364-23-5) + 2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane (58267-85-9) + Triisopropyl borate (5419-55-6) → (5‐formylthiophen‐3‐yl)boronic acid (175592-59-3)

Guidance literature:

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;

upstream raw materials:

4-Bromothiophen-2-aldehyde

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane

Triisopropyl borate

water

Downstream raw materials:

2-(4-hydroxyphenyl)-7-(3-(5-hydroxymethyl)thienyl)-pyrido[3,2-c]pyrimidine

4-(7-(4-hydroxyphenyl)pyrido[3,2-d]pyrimidin-2-yl)thiophene-2-carbaldehyde

4-(7-(5-(piperidin-1-ylmethyl)thiophen-3-yl)pyrido[3,2-d]pyrimidin-2-yl)phenol

Refernces

• 1、 -. "Four and circular Anaplastic lymphoma kinase inhibitors". . . Retrieved 2017/08/02.