5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde
• CAS No.: 13130-50-2
• Molecular Formula: C14H8 O2 S3
• Molecular Weight: 304.414
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70402754
• Nikkaji Number: J1.578.079G
• Wikidata: Q82206225
• ChEMBL ID: CHEMBL90598
• Mol file: 13130-50-2.mol

Synonyms:13130-50-2;2,2':5',2''-Terthiophene-5,5''-dicarboxaldehyde;5-[5-(5-formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde;[2,2':5',2''-terthiophene]-5,5''-dicarbaldehyde;[2,2':5',2''-Terthiophene]-5,5''-dicarboxaldehyde;MFCD01863637;5,5''-Diformyl-2,2':5',2''-terthiophene;BIDD:GT0329;CHEMBL90598;SCHEMBL607254;DTXSID70402754;YAEGPDBHSBKYRW-UHFFFAOYSA-N;2,2\':5\',2\'\'-Terthiophene-5,5\'\'-dicarboxaldehyde;AKOS005256479;AS-68079;CS-0315196;T2639;T71707;2,2 :5 ,2 -terthiophene-5,5 -dicarboxaldehyde;2,2':5',2''-Terthiophene-5,5''-dicarbaldehyde;2 2':5' 2''-TERTHIOPHENE-5 5''-DICARBOX&;[1~2~,2~2~:2~5~,3~2~-Terthiophene]-1~5~,3~5~-dicarbaldehyde;5'-(5-FORMYLTHIOPHEN-2-YL)-[2,2'-BITHIOPHENE]-5-CARBALDEHYDE

Chemical Property of 5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde

Chemical Property:

• Melting Point: 218-222 °C(lit.)
• Boiling Point: 507.2oC at 760 mmHg
• Flash Point: 260.6oC
• PSA: 118.86000
• Density: 1.437g/cm3
• LogP: 4.83010
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 303.96864301
• Heavy Atom Count: 19
• Complexity: 318

Purity/Quality:

98% ^*data from raw suppliers

5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)C2=CC=C(S2)C3=CC=C(S3)C=O)C=O

Technology Process of 5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde

There total 14 articles about 5-[5-(5-Formylthiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde 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%

2,5-bis[5-(1,3-dioxolan-2-yl)thiophen-2-yl]thiophene → 2,5-bis(5-formylthiophen-2-yl)thiophene (13130-50-2)

Guidance literature:

With iodine; In acetone; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.10.074

Reference yield: 87.0%

2-formyl-5''-hydroxymethyl-alpha-terthiophene → 2,5-bis(5-formylthiophen-2-yl)thiophene (13130-50-2)

Guidance literature:

With Oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; In dichloromethane; acetone; at 20 ℃;

DOI:10.1039/c2ob26627j

Reference yield: 83.0%

2,2':5',2''-terthiophene (1081-34-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,2':5',2''-terthiophene-5-carboxaldehyde (7342-41-8) + 2,5-bis(5-formylthiophen-2-yl)thiophene (13130-50-2)

Guidance literature:

2,2':5',2''-terthiophene; N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 50 ℃; for 2h;

With water; sodium acetate;

DOI:10.1016/j.tet.2012.02.080

upstream raw materials:

2,2':5',2''-terthiophene

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

1,4-bis(thiophen-2-yl)butane-1,4-dione

Downstream raw materials:

5,2''-diformyl-2,2':5',5''-terthiophene di(N,N-diphenylhydrazone)

5,2''-diformyl-2,2':5',5''-terthiophene di(N-methyl-N-phenylhydrazone)

Refernces

• 1、 Ellinger, F.,Gieren, A.,Huebner, Th.,Lex, J.,Lucchesini, F.,et al.. "The Tetrathioporphycene Redox System: Electrochemical Reduction of a 20? Cyclophane to Its Diatropic 22? Dianion". . p. 931 - 944. Retrieved 1993.
• 2、 Costa, Susana P.G.,Batista, Rosa M.F.,Raposo, M. Manuela M.. "Synthesis and photophysical characterization of new fluorescent bis-amino acids bearing a heterocyclic bridge containing benzoxazole and thiophene". . p. 9733 - 9737. Retrieved 2008.
• 3、 Jiang, Jianhua,Ding, Chao,Li, Lulu,Gao, Chunmei,Jiang, Yuyang,Tan, Chunyan,Hua, Ruimao. "Synthesis and antiproliferative activity of RITA and its analogs". . p. 6635 - 6638. Retrieved 2015/01/16.