1,4-di(2'-thienyl)-1,4-butadione

Base Information

• Chemical Name: 1,4-di(2'-thienyl)-1,4-butadione
• CAS No.: 13669-05-1
• Molecular Formula: C12H10 O2 S2
• Molecular Weight: 250.342
• Hs Code.: 2934999090
• Mol file: 13669-05-1.mol

Synonyms:1,4-Bis(2-thienyl)-1,4-butanedione;1,4-Di(2-thienyl)-butane-1,4-dione; 1,4-Di-2-thienyl-1,4-butanedione; NSC671955

Chemical Property of 1,4-di(2'-thienyl)-1,4-butadione

Chemical Property:

• Melting Point: 133 °C
• Boiling Point: 431°Cat760mmHg
• Flash Point: 214.5°C
• PSA: 90.62000
• Density: 1.301g/cm³
• LogP: 3.65540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Di(2-thienyl)-1,4-butanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-di(2'-thienyl)-1,4-butadione

There total 21 articles about 1,4-di(2'-thienyl)-1,4-butadione 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: 99.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + succinoyl dichloride (543-20-4) → 1,4-bis(thiophen-2-yl)butane-1,4-dione (13669-05-1)

Guidance literature:

With ethylaluminum dichloride; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.14233/ajchem.2013.15607

Reference yield: 95.0%

2,2,2-trifluoro-1-(thiophen-2-yl)ethan-1-one (651-70-7) → 1,4-bis(thiophen-2-yl)butane-1,4-dione (13669-05-1)

Guidance literature:

With sodium naphthalenide; In tetrahydrofuran; at 0 - 5 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.08.052

Reference yield: 95.0%

4-bromo-3-hydroxy-1,3-di(2-thienyl)butanone → 1,4-bis(thiophen-2-yl)butane-1,4-dione (13669-05-1)

Guidance literature:

With triethylamine; for 10h; Ambient temperature;

upstream raw materials:

thiophene

succinoyl dichloride

thiophene-2-carbaldehyde

Divinyl sulfone

Downstream raw materials:

1-(4-methoxyphenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole

1-phenyl-2,5-di(thiophen-2-yl)-1H-pyrrole

1-(4-methoxyphenyl)-2,5-bis(5-formyl-thien-2-yl)pyrrole

C₂₆H₂₅NO₃S₂

Refernces

• 1、 Lai, Jian-Cheng,Lu, Xin-Rong,Qu, Bo-Tao,Liu, Feng,Li, Cheng-Hui,You, Xiao-Zeng. "A new multicolored and near-infrared electrochromic material based on triphenylamine-containing poly(3,4-dithienylpyrrole)". . p. 3735 - 3745. Retrieved 2014.
• 2、 Wang, Gang,Fu, Xiangkai,Huang, Jing,Wu, Liu,Du, Qiuliang. "Synthesis and spectroelectrochemical properties of two new dithienylpyrroles bearing anthraquinone units and their polymer films". . p. 6933 - 6940. Retrieved 2010.
• 3、 Just,Chane-Ching,Lacaze. "Synthesis of 2,5-di(2-thienyl)-1H-pyrrole N-linked with conjugated bridges". . p. 3467 - 3472. Retrieved 2002.
• 4、 Soylemez, Saniye,Yilmaz, Tu??e,Buber, Ece,Udum, Yasemin A.,?z?ubuk?u, Salih,Toppare, Levent. "Polymerization and biosensor application of water soluble peptide-SNS type monomer conjugates". . p. 7384 - 7392. Retrieved 2017.
• 5、 Oguzhan, Eda,Bilgili, Hakan,Baycan Koyuncu, Fatma,Ozdemir, Eyup,Koyuncu, Sermet. "A new processable donor-acceptor polymer displaying neutral state yellow electrochromism". . p. 6283 - 6292. Retrieved 2013.
• 6、 Luo, Yi,Li, Xiaoling,Huang, Xiaochun,Wong, Yum-Shing,Chen, Tianfeng,Zhang, Yibo,Zheng, Wenjie. "1,4-Diselenophene-1,4-diketone triggers caspase-dependent apoptosis in human melanoma A375 cells through induction of mitochondrial dysfunction". . p. 1227 - 1232. Retrieved 2011.
• 7、 Kart, Sevgi ?zdemir,Ebru Tanbo?a,Soyleyici, Hakan Can,Ak, Metin,Kart, Hasan Hüseyin. "Theoretical study of the structure-properties relationship in new class of 2,5-di(2-thienyl)pyrrole compounds". . p. 1174 - 1183. Retrieved 2015.
• 8、 Cai, Shuwei,Wen, Hailin,Wang, Shuzhong,Niu, Haijun,Wang, Cheng,Jiang, Xiankai,Bai, Xuduo,Wang, Wen. "Electrochromic polymers electrochemically polymerized from 2, 5–dithienylpyrrole (DTP) with different triarylamine units: Synthesis, characterization and optoelectrochemical properties". . p. 332 - 342. Retrieved 2017.
• 9、 Ak, Metin,Kart, Hasan Huseyin,Kart, Sevgi Ozdemir,Soganci, Tugba,Tasli, Pinar Tunay. "Quantum mechanical calculations of different monomeric structures with the same electroactive group to clarify the relationship between structure and ultimate optical and electrochemical properties of their conjugated polymers". . . Retrieved 2021.
• 10、 Wu, Tzi-Yi,Liao, Jian-Wei,Chen, Chen-Yu. "Electrochemical synthesis, characterization and electrochromic properties of indan and 1,3-benzodioxole-based poly(2,5-dithienylpyrrole) derivatives". . p. 245 - 262. Retrieved 2014.