2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione

Base Information

• Chemical Name: 2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione
• CAS No.: 1308671-90-0
• Molecular Formula: C30H39BrN2O2S2
• Molecular Weight: 603.688
• Mol file: 1308671-90-0.mol

Synonyms:2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione;

Chemical Property of 2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione

Chemical Property:

• Melting Point: 126 °C
• Boiling Point: 715.2±60.0 °C(Predicted)
• PKA: -5.28±0.60(Predicted)
• PSA: 100.48000
• Density: 1.32±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 9.20490
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

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

3-(5-Bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-6-(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4-dione >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione

There total 7 articles about 2,5-bis(2-ethylhexyl)-3-(5-broMo-thiophene-2-yl)-6-(thiophene-2-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione 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: 73.0%

2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione (1185885-86-2) → 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1000623-95-9) + 3-(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-6-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)dione (1308671-90-0)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃; for 0.5h; Inert atmosphere; Darkness;

DOI:10.1055/s-0034-1378818

Reference yield: 72.9%

2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione (1185885-86-2) → 3-(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-6-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)dione (1308671-90-0)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 0 - 20 ℃;

DOI:10.1166/jnn.2018.13937

Reference yield: 52.0%

N-Bromosuccinimide (128-08-5) + 2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione (1185885-86-2) → 3-(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-6-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)dione (1308671-90-0)

Guidance literature:

In chloroform; at 0 ℃;

DOI:10.1002/adfm.201502413

upstream raw materials:

2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione

thiophene-2-carbonitrile

N-Bromosuccinimide

3-bromomethylheptane

Downstream raw materials:

C₇₈H₉₁N₅O₄S₄

C₆₄H₇₈N₄O₆S₂

C₆₁H₇₇N₃O₅S₂

C₆₇H₈₁N₃O₅S₂

Refernces

• 1、 Zhang, Yuan,Kim, Chunki,Lin, Jason,Nguyen, Thuc-Quyen. "Solution-processed ambipolar field-effect transistor based on diketopyrrolopyrrole functionalized with benzothiadiazole". . p. 97 - 105. Retrieved 2012.
• 2、 Kim, Hyekyoung,Van, Nguyen Pham Thanh,Kim, Choongik,Seo, SungYong. "Solution-processable diketopyrrolopyrrole derivatives as organic semiconductors for organic thin-film transistors". . p. 705 - 712. Retrieved 2018.
• 3、 Loser, Stephen,Bruns, Carson J.,Miyauchi, Hiroyuki,Ortiz, Rocio Ponce,Facchetti, Antonio,Stupp, Samuel I.,Marks, Tobin J.. "A naphthodithiophene-diketopyrrolopyrrole donor molecule for efficient solution-processed solar cells". . p. 8142 - 8145. Retrieved 2011.
• 4、 Hobbie, Erik K.,Kilina, Svetlana V.,Lystrom, Levi,Pan, Yanxiong,Sun, Wenfang,Sun, Xinyang,Thomas, Salim A.,Wang, Hua,Xu, Wan,Yang, Zhongyu. "Mono-/Bimetallic Neutral Iridium(III) Complexes Bearing Diketopyrrolopyrrole-Substituted N-Heterocyclic Carbene Ligands: Synthesis and Photophysics". . p. 15278 - 15290. Retrieved 2021/10/20.
• 5、 Almenningen, David Moe,Gautun, Odd Reidar,Hoff, B?rd Helge,Venkatraman, Vishwesh,Yemene, Amsalu Efrem. "Synthesis of novel 3,6-dithienyl diketopyrrolopyrrole dyes by direct C-H arylation". . . Retrieved 2020/05/29.