Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde

Base Information

• Chemical Name: Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde
• CAS No.: 67061-73-8
• Molecular Formula: C10H4O2S3
• Molecular Weight: 252.339
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10572844
• Nikkaji Number: J1.468.175B
• Wikidata: Q82461339
• Mol file: 67061-73-8.mol

Synonyms:67061-73-8;Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde;Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxaldehyde;3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4,10-dicarbaldehyde;Dithieno[3,2-b;2',3'-d]thiophene-2,6-dicarbaldehyde;bisthieno[3,2-b;SCHEMBL7250022;Bisthieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde;DTXSID10572844;DOOTUPNBFBPBJP-UHFFFAOYSA-N;MFCD11215205;CS-0378220;D5587;3,7,11-trithiatricyclo[6.3.0.0^{2,6]undeca-1(8),2(6),4,9-tetraene-4,10-dicarbaldehyde

Chemical Property of Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde

Chemical Property:

• Melting Point: >260 °C
• Boiling Point: 488.2±40.0 °C(Predicted)
• Flash Point: 249.1oC
• PSA: 118.86000
• Density: 1.688±0.06 g/cm3(Predicted)
• LogP: 3.80250
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 251.93734289
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC2=C1SC3=C2SC(=C3)C=O)C=O

Technology Process of Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde

There total 1 articles about Dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarbaldehyde 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: 95.0%

dithieno[3,2-b;2',3'-d]thiophene (3593-75-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → dithieno<3,2-b:2',3'-d>thiophene-2,6-dicarbaldehyde (67061-73-8)

Guidance literature:

dithieno[3,2-b;2',3'-d]thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 3.5h;

DOI:10.1039/a902297j

Reference yield: 34.0%

2,6-diphenyl-(4H-pyran-4ylidene)-diphenylphosphine oxide (129806-51-5) + dithieno<3,2-b:2',3'-d>thiophene-2,6-dicarbaldehyde (67061-73-8) → 6-(2,6-diphenyl-4H-pyran-4-ylidenemethyl)dithieno[3,2-b:2',3'-d]thiophen-2-carbaldehyde (1429623-06-2)

Guidance literature:

2,6-diphenyl-(4H-pyran-4ylidene)-diphenylphosphine oxide; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; for 0.25h; Inert atmosphere; Sealed tube;

dithieno<3,2-b:2',3'-d>thiophene-2,6-dicarbaldehyde; In tetrahydrofuran; hexane; at -30 ℃; for 0.5h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2013.03.027

Reference yield: 33.7%

dithieno<3,2-b:2',3'-d>thiophene-2,6-dicarbaldehyde (67061-73-8) + p-(N,N-diphenylamino)phenylmethyl triphenylphosphonium bromide → 6-[2-(4-diphenylamino-phenyl)-vinyl]-dithieno[3,2-b;2',3'-d]thiophene-2-carbaldehyde + 2,6-bis[(9-ethylcarbazol-3-yl)vinyl]-dithieno[3,2-b:2',3'-d]thiophene

Guidance literature:

With crown ether; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/ja047058o

upstream raw materials:

dithieno[3,2-b;2',3'-d]thiophene

N,N-dimethyl-formamide

Downstream raw materials:

6-(2,6-diphenyl-4H-pyran-4-ylidenemethyl)dithieno[3,2-b:2',3'-d]thiophen-2-carbaldehyde