2-Ethylthiophene

Base Information

• Chemical Name: 2-Ethylthiophene
• CAS No.: 872-55-9
• Molecular Formula: C6H8S
• Molecular Weight: 112.196
• Hs Code.: 29349990
• European Community (EC) Number: 212-830-2
• UNII: E5616Q8745
• DSSTox Substance ID: DTXSID90862452
• Nikkaji Number: J111B
• Wikidata: Q27276886
• Metabolomics Workbench ID: 46930
• Mol file: 872-55-9.mol

Synonyms:2-ETHYLTHIOPHENE;872-55-9;Thiophene, 2-ethyl-;o-Ethylthiophene;2-ethyl-thiophene;ETHYLTHIOPHENE;MFCD00005461;UNII-E5616Q8745;EINECS 212-830-2;E5616Q8745;2-Ethylthiophene, 97%;SCHEMBL91161;DTXSID90862452;2-Ethylthiophene, analytical standard;AKOS005257557;CS-W013654;MEt 2-Cl-4-mEtpyrimidine-6-carboxylate;AC-16553;SY048489;AM20110253;E0380;FT-0612297;FT-0622652;FT-0652034;EN300-21167;D90498;J-509337;J-640134;J-800138;Q27276886;F0001-2170

Chemical Property of 2-Ethylthiophene

Chemical Property:

• Appearance/Colour: Clear colorless to pink liquid
• Vapor Pressure: 60.9 at 60.3 °C, 92.2 at 70.3 °C, 136 at 80.3 °C, 197 at 90.3 °C, 280 at 100.3 °C (Eon et al., 1971)
• Melting Point: -66.9°C (estimate)
• Refractive Index: n20/D 1.513(lit.)
• Boiling Point: 134.1 °C at 760 mmHg
• Flash Point: 21.1 °C
• PSA: 28.24000
• Density: 1.004 g/cm³
• LogP: 2.31050
• Storage Temp.: Store below +30°C.
• Solubility.: 0.29g/l
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 112.03467143
• Heavy Atom Count: 7
• Complexity: 52.1

Purity/Quality:

99% ^*data from raw suppliers

2-Ethylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38-37-11
• Safety Statements: 23-24/25-37/39-26-16-33-29-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC=CS1
• Uses: Ingredient in crude petroleum. 2-Ethylthiophene?is used in production of bispyranilidenes, dithiobispyranilidenes and diselenobispyranilidene for electronic or optoelectronic components with high efficiencies. 2-Ethylthiophene may be used as an analytical reference standard for the determination of the analyte in wastewater samples, diesel particulate matter and diesel fuel and industrial cooked ham by various chromatography techniques.

Technology Process of 2-Ethylthiophene

There total 32 articles about 2-Ethylthiophene 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: 81.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + ethyl bromide (74-96-4) → 2-ethylthiophene (872-55-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1.) -78 deg C, 2 h, 2.) room temperature, overnight;

DOI:10.1021/jo961528i

Reference yield: 72.0%

2-Chloromethylthiophene (765-50-4) + methyl iodide (74-88-4) → 2-ethylthiophene (872-55-9)

Guidance literature:

2-Chloromethylthiophene; With lithium naphthalenide; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Flow reactor;

methyl iodide; Inert atmosphere; Flow reactor;

DOI:10.1039/c5ob00958h

Reference yield: 61.0%

2-Acetylthiophene (88-15-3,97511-16-5) → 2-ethylthiophene (872-55-9)

Guidance literature:

With hydrogen; In para-xylene; at 110 ℃; for 24h; under 750.075 Torr; chemoselective reaction; Glovebox; Sealed tube;

DOI:10.1021/acs.inorgchem.1c01008

upstream raw materials:

thiophene

ethyl bromide

2-bromothiophene

2-Iodothiophene

Downstream raw materials:

3-(2-ethyl-phenylsulfanyl)-propionic acid

phenyl(5-ethyl-2-thienyl)iodonium tosylate

3,3-cyclohexane-5-(5-ethyl-2-thienyl)-5-oxopentanoic acid

o-tolyl(5-ethyl-2-thienyl)iodonium tosylate

Refernces

• 1、 Cranwell, Philippa B.,Russell, Andrew T.,Smith, Christopher D.. "Methyl Hydrazinocarboxylate as a Practical Alternative to Hydrazine in the Wolff-Kishner Reaction". supporting information. p. 131 - 135. Retrieved 2015/12/26.
• 2、 Cai, Mingjian,Wang, Xiuge. "Activity investigation of imidazolium-based ionic liquid as catalyst for friedel-crafts alkylation of aromatic compounds". . p. 649 - 653. Retrieved 2015/01/30.