2-Hexylthiophene

Base Information

• Chemical Name: 2-Hexylthiophene
• CAS No.: 18794-77-9
• Molecular Formula: C10H16S
• Molecular Weight: 168.303
• Hs Code.: 38220090
• European Community (EC) Number: 242-579-4
• UNII: 82479467Q1
• DSSTox Substance ID: DTXSID50172120
• Nikkaji Number: J47.701J
• Wikidata: Q27269300
• Metabolomics Workbench ID: 45433
• Mol file: 18794-77-9.mol

Synonyms:2-Hexylthiophene;18794-77-9;2-n-Hexylthiophene;Thiophene, 2-hexyl-;2-hexyl-thiophene;Thiophene, hexyl-;Hexylthiophene;EINECS 242-579-4;MFCD00022535;UNII-82479467Q1;82479467Q1;2-hexyl thiophene;2- ? Hexylthiophene;2-Hexylthiophene, 97%;SCHEMBL28940;2-HEXYLTHIOPHENE [FHFI];FEMA NO. 4137;DTXSID50172120;CHEBI:168978;AKOS015839652;CS-W020022;AS-18185;HY-34544;SY048429;FT-0613154;H1350;EN300-197567;J-509561;Q27269300

Chemical Property of 2-Hexylthiophene

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 0.155mmHg at 25°C
• Melting Point: -39.15°C (estimate)
• Refractive Index: 1.4960
• Boiling Point: 221.986 °C at 760 mmHg
• Flash Point: 62.466 °C
• PSA: 28.24000
• Density: 0.947 g/cm³
• LogP: 3.87090
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in most organic solvents and ethanol Soluble . Insoluble in water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 168.09727168
• Heavy Atom Count: 11
• Complexity: 90.9

Purity/Quality:

98% ^*data from raw suppliers

2-Hexylthiophene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=CC=CS1
• Uses: 2-n-Hexylthiophene is used as a important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals.

Technology Process of 2-Hexylthiophene

There total 9 articles about 2-Hexylthiophene 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: 96.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 1-bromo-hexane (111-25-1) → 2-hexylthiophene (18794-77-9)

Guidance literature:

thiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.75h;

1-bromo-hexane; In tetrahydrofuran; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/ol025943a

Reference yield: 89.0%

1-(thiophen-2-yl)hexan-1-one (26447-67-6) → 2-hexylthiophene (18794-77-9)

Guidance literature:

With aluminum (III) chloride; lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1021/ja801942j

Reference yield: 83.0%

1-(thiophen-2-yl)hexan-1-one (26447-67-6) + diethylene glycol (111-46-6) → 2-hexylthiophene (18794-77-9)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In water;

upstream raw materials:

1-(thiophen-2-yl)hexan-1-one

thiophene

1-bromo-hexane

Hexanoyl chloride

Downstream raw materials:

5-hexylthiophene-2-carbaldehyde

5-Hexyl-2-thiophenecarboxylic acid

2-hexyl-5-(5-(thiophen-2-yl)thiophen-2-yl)thiophene

2-bromo-5-hexylthiophene

Refernces

• 1、 Lee, Che-Hsiung,Plunkett, Kyle N.. "Orthogonal functionalization of cyclopenta[hi]aceanthrylenes". . p. 1202 - 1205. Retrieved 2013.
• 2、 Nguyen, The-Duy,Lan, Yen-Po,Wu, Chun-Guey. "The function of Chalcogenophene in the Cyclomatelated Ring of the Cycloruthenated Dyes applied in Dye-Sensitized Solar Cell". . p. 11328 - 11337. Retrieved 2021.
• 3、 Tian, Nan,Thiessen, Alexander,Schiewek, Ralf,Schmitz, Oliver J.,Hertel, Dirk,Meerholz, Klaus,Holder, Elisabeth. "Efficient synthesis of carbazolyl- and thienyl-substituted β-diketonates and properties of their red- and green-light-emitting Ir(III) complexes". . p. 2718 - 2725. Retrieved 2009.
• 4、 Endtner, Jochen M.,Effenberger, Franz,Hartschuh, Achim,Port, Helmut. "Optical ON/OFF switching of intramolecular photoinduced charge separation in a donor-bridge-acceptor system containing dithienylethene". . p. 3037 - 3046. Retrieved 2000.
• 5、 -. "Spiro[fluorene-9,9'-xanthene]-based small organic molecule hole transport material as well as preparation method and application thereof". Paragraph 0025-0027; 0031-0033. . Retrieved 2021/01/29.