(5-Ethylthiophen-2-yl)boronic acid

Base Information

• Chemical Name: (5-Ethylthiophen-2-yl)boronic acid
• CAS No.: 162607-16-1
• Molecular Formula: C₆H₉BO₂S
• Molecular Weight: 156.013
• Hs Code.: 2934999090
• European Community (EC) Number: 872-415-2
• DSSTox Substance ID: DTXSID30598884
• Wikidata: Q72477456
• Mol file: 162607-16-1.mol

Synonyms:162607-16-1;5-Ethylthiophene-2-boronic acid;(5-ethylthiophen-2-yl)boronic acid;2-ethylthiophene-5-boronic acid;5-ethylthiophen-2-ylboronic acid;Boronic acid, B-(5-ethyl-2-thienyl)-;Boronic acid, (5-ethyl-2-thienyl)-;SCHEMBL6963519;DTXSID30598884;SRCHLCSUUTVUNG-UHFFFAOYSA-N;MFCD02029241;STK398240;5-ETHYL-2-THIENYLBORONIC ACID;AKOS003585344;BS-21635;DB-022868;5-ethylthiophene-2-boronic acid, AldrichCPR;AM20080818;CS-0174929;D71425;EN300-7135448;J-517478;Z1198159309

Chemical Property of (5-Ethylthiophen-2-yl)boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 307.948 °C at 760 mmHg
• PKA: 8.75±0.53(Predicted)
• Flash Point: 140.042 °C
• PSA: 68.70000
• Density: 1.204 g/cm³
• LogP: -0.00970
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 156.0416309
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%min ^*data from raw suppliers

5-Ethylthiophene-2-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (5-Ethylthiophen-2-yl)boronic acid

There total 1 articles about (5-Ethylthiophen-2-yl)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: 78.0%

2-ethylthiophene (872-55-9) → 5-ethylthiophen-2-ylboronic acid (162607-16-1)

Guidance literature:

Reference yield:

5-ethylthiophen-2-ylboronic acid (162607-16-1) → C22H22O4S2 (1351206-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / toluene / 0.5 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / tetrahydrofuran; water / 24 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; sodium hydroxide; In tetrahydrofuran; water; toluene; 2: Suzuki cross-coupling reaction;

DOI:10.1002/cjoc.201100141

Reference yield:

5-ethylthiophen-2-ylboronic acid (162607-16-1) → C20H18O4S2 (1351206-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / toluene / 0.5 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / tetrahydrofuran; water / 24 h / Inert atmosphere; Reflux

3: water; sodium hydroxide / ethanol / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydrogencarbonate; sodium hydroxide; In tetrahydrofuran; ethanol; water; toluene; 2: Suzuki cross-coupling reaction;

DOI:10.1002/cjoc.201100141

upstream raw materials:

2-ethylthiophene

Downstream raw materials:

C₂₂H₂₂O₄S₂

C₂₀H₁₈O₄S₂

Refernces

• 1、 Wang, Jing,Zeng, Weijing,Xu, Huan,Li, Bin,Cao, Xiaoping,Zhang, Haoli. "Synthesis and characterization of planar five-ring-fused dithiophene-dione". experimental part. p. 681 - 688. Retrieved 2012/06/04.