3-Tetradecylthiophene

Base Information

• Chemical Name: 3-Tetradecylthiophene
• CAS No.: 110851-66-6
• Molecular Formula: C₁₈H₃₂S
• Molecular Weight: 280.518
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50565159
• Nikkaji Number: J1.049.500H
• Wikidata: Q72504938
• Mol file: 110851-66-6.mol

Synonyms:3-Tetradecylthiophene;110851-66-6;MFCD09750675;Thiophene, 3-tetradecyl-;C18H32S;3-Tetradecyl-thiophene;3-Tetradecylthiophene, 98%;SCHEMBL2145358;DTXSID50565159;CAEIOINMYGTXNS-UHFFFAOYSA-N;GEO-02244;AKOS005255767;DS-4090;SB66663;SY037121;CS-0036044;T3104;F14967;A802253;W-200084

Chemical Property of 3-Tetradecylthiophene

Chemical Property:

• Vapor Pressure: 3.57E-05mmHg at 25°C
• Melting Point: 14.85°C (estimate)
• Refractive Index: 1.491
• Boiling Point: 364.3 °C at 760 mmHg
• Flash Point: 129.9 °C
• PSA: 28.24000
• Density: 0.905 g/cm³
• LogP: 6.99170
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 280.22247219
• Heavy Atom Count: 19
• Complexity: 179

Purity/Quality:

98% ^*data from raw suppliers

3-Tetradecylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC1=CSC=C1
• Uses: 3-Tetradecylthiophene is a reactant used in the synthesis of 3''-alkyl-α-terthiophene derivatives with nematocidal activity.

Technology Process of 3-Tetradecylthiophene

There total 5 articles about 3-Tetradecylthiophene 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: 86.0%

((E)-3-Tetradec-1-enyl)-thiophene (130817-09-3) → 3-n-tetradecylthiophene (110851-66-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 2068.6 Torr;

Reference yield: 80.0%

3-Bromothiophene (872-31-1) + tetradecylmagnesium bromide (88303-25-7) → 3-n-tetradecylthiophene (110851-66-6)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; for 15h; Reflux;

DOI:10.1039/c4tc02347a

Reference yield: 41.0%

3-chlorothiophene (17249-80-8) + tetradecylmagnesium bromide (88303-25-7) → 3-n-tetradecylthiophene (110851-66-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; iron(III) acetylacetonate; In tetrahydrofuran; at 0 - 20 ℃; for 0.0833333h;

DOI:10.1002/1521-3773(20020215)41:4<609::AID-ANIE609>3.0.CO;2-M

upstream raw materials:

((E)-3-Tetradec-1-enyl)-thiophene

3-chlorothiophene

tetradecylmagnesium bromide

1-bromotridecane

Downstream raw materials:

2,5-dibromo-3-tetradecylthiophene

2,2'-dibromo-3,3'-bis(n-tetradecyl)-5,5'-bithiophene

2-bromo-3-n-tetradecylthiophene

Refernces

• 1、 Gao, Hongfei,Cheng, Huifang,Yang, Zonghan,Prehm, Marko,Cheng, Xiaohong,Tschierske, Carsten. "Synthesis and self-assembly of 5,5′-bis(phenylethynyl)-2,2′-bithiophene-based bolapolyphiles in triangular and square LC honeycombs". supporting information. p. 1301 - 1308. Retrieved 2015/02/19.
• 2、 -. "Iron catalyzed cross coupling reactions of aromatic compounds". Page/Page column 6. . Retrieved 2010/02/03.