31486-86-9

  • Product Name:2-Formylthieno[3,2-b]thiophene
  • Molecular Formula:C7H4 O S2
  • Purity:99%
  • Molecular Weight:168.24
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Product Details;

CasNo: 31486-86-9

Molecular Formula: C7H4 O S2

factory and supplier 31486-86-9 2-Formylthieno[3,2-b]thiophene in stock

  • Molecular Formula:C7H4 O S2
  • Molecular Weight:168.24
  • Vapor Pressure:0.000679mmHg at 25°C 
  • Melting Point:53-54℃ 
  • Refractive Index:1.773 
  • Boiling Point:308.5°Cat760mmHg 
  • Flash Point:140.4°C 
  • PSA:73.55000 
  • Density:1.473g/cm3 
  • LogP:2.77530 

THIENO[3,2-B!THIOPHENE-2-CARBALDEHYDE, 97+%(Cas 31486-86-9) Usage

General Description

This molecule has been used in the synthesis of novel metal-free organic dyes for Dye-Sensitized Solar Cells reaching conversion efficiencies of 6.23%.

InChI:InChI=1/C7H4OS2/c8-4-5-3-7-6(10-5)1-2-9-7/h1-4H

31486-86-9 Relevant articles

Synthesis and evaluation of simple molecule as a co-adsorbent dye for highly efficient co-sensitized solar cells

Zhu, Shengbo,An, Zhongwei,Sun, Xiao,Wu, Zhisheng,Chen, Xinbing,Chen, Pei

, p. 85 - 92 (2015)

One simple-structure dye and two bulky d...

A systematic study of the structure-property relationship of a series of nonlinear optical (NLO) julolidinyl-based chromophores with a thieno[3,2-b]thiophene moiety

Zhang, Airui,Xiao, Hongyan,Cong, Shengyu,Zhang, Maolin,Zhang, Hua,Bo, Shuhui,Wang, Qi,Zhen, Zhen,Liu, Xinhou

, p. 370 - 381 (2015)

A series of nonlinear optical (NLO) chro...

Rigid triarylamine-based D-A-π-A structural organic sensitizers for solar cells: The significant enhancement of open-circuit photovoltage with a long alkyl group

Hu, Xiaohao,Cai, Shengyun,Tian, Guojian,Li, Xin,Su, Jianhua,Li, Jing

, p. 22544 - 22553 (2013)

Five new organic D-A-π-A sensitizers DIA...

Thieno[3,2-b]thiophene fused BODIPYs: synthesis, near-infrared luminescence and photosensitive properties

Sun, Yijuan,Qu, Zhirong,Zhou, Zhikuan,Gai, Lizhi,Lu, Hua

, p. 3617 - 3622 (2019)

The fusion of π-sufficient heteroaryl mo...

Small isomeric push-pull chromophores based on thienothiophenes with tunable optical (non)linearities

Podlesny, Jan,Pytela, Old?ich,Klikar, Milan,Jelínková, Veronika,Kityk, Iwan V.,Ozga, Katarzyna,Jedryka, Jaroslaw,Rudysh, Myron,Bure?, Filip

, p. 3623 - 3634 (2019/04/14)

Fourteen new D-π-A push-pull chromophore...

Discovery of Potent and Orally Bioavailable GPR40 Full Agonists Bearing Thiophen-2-ylpropanoic Acid Scaffold

Li, He,Huang, Qi,Chen, Cheng,Xu, Bin,Wang, He-Yao,Long, Ya-Qiu

, p. 2697 - 2717 (2017/04/21)

The free fatty acid receptor GPR40 is pr...

Synthesis, Fluorescence, and Two-Photon Absorption Properties of Push–Pull 5-Arylthieno[3,2-b]thiophene Derivatives

Manuela,Raposo,Herbivo, Cyril,Hugues, Vincent,Clermont, Guillaume,Castro, M. Cidália R.,Comel, Alain,Blanchard-Desce, Mireille

, p. 5263 - 5273 (2016/11/13)

Three series of novel push–pull 5-arylth...

31486-86-9 Process route

3-bromo-2-thiophenecarboxaldehyde
930-96-1

3-bromo-2-thiophenecarboxaldehyde

thieno[3,2-b]thiophene-2-carbaldehyde
31486-86-9

thieno[3,2-b]thiophene-2-carbaldehyde

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 17.6 g / pyridinium tosylate / toluene / 1 h / Heating
3: p-toluenesulfonic acid hydrate / acetone / 1 h
4: 36.93 g / piperidine, acetic acid / benzene / 5 h / Heating
5: LiAlH4 / diethyl ether / 3 h / Ambient temperature
6: 23.30 g / pyridinium chlorochromate / CH2Cl2 / 2.5 h
With piperidine; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane; acetone; toluene; benzene;
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 72 h / 60 °C
2: lithium aluminium tetrahydride / diethyl ether / 5 h / 0 - 20 °C
3: pyridinium chlorochromate / dichloromethane / 2.5 h / 20 °C
With lithium aluminium tetrahydride; potassium carbonate; pyridinium chlorochromate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 25 °C
2: lithium hydroxide; water / tetrahydrofuran / 4 h / 100 °C
3: copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / 1-methyl-pyrrolidin-2-one / 1 h / 220 °C
4: trichlorophosphate / 12 h / 25 - 60 °C
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; water; potassium carbonate; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; 4: |Vilsmeier-Haack Formylation;
thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

thieno[3,2-b]thiophene-2-carbaldehyde
31486-86-9

thieno[3,2-b]thiophene-2-carbaldehyde

Conditions
Conditions Yield
With trichlorophosphate; at 25 - 60 ℃; for 12h;
93%
With trichlorophosphate; In 1,2-dichloro-ethane; at 70 ℃; for 4h; Inert atmosphere;
86%
thieno[3,2-b]thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃; for 1.5h; Inert atmosphere;
N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; Reagent/catalyst; Inert atmosphere;
85%
thieno[3,2-b]thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 6h; Inert atmosphere;
N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Inert atmosphere;
82%
With trichlorophosphate; In 1,2-dichloro-ethane; at 0 - 20 ℃;
75%
With trichlorophosphate; In 1,2-dichloro-ethane; at 0 ℃; Reflux;
74.98%
With trichlorophosphate; In 1,2-dichloro-ethane; at 0 - 80 ℃; for 5h; Inert atmosphere;
67%
With trichlorophosphate; In 1,2-dichloro-ethane; at 0 - 70 ℃; Inert atmosphere;
61%
thieno[3,2-b]thiophene; N,N-dimethyl-formamide; With trichlorophosphate; In 1,2-dichloro-ethane; at 90 ℃; for 48h; Cooling with ice;
With water; In 1,2-dichloro-ethane; Cooling with ice;
59%
With n-butyllithium; In hexane; at 0 ℃; for 1.33333h;
With trichlorophosphate; at 0 - 100 ℃; for 4h;
With lithium diisopropyl amide;

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