Pyrrolo3,4-cpyrrole-1,4-dione, 2,5-dihydro-3,6-diphenyl-

Base Information

• Chemical Name: Pyrrolo3,4-cpyrrole-1,4-dione, 2,5-dihydro-3,6-diphenyl-
• CAS No.: 54660-00-3
• Molecular Formula: C18H12N2O2
• Molecular Weight: 288.305
• Hs Code.: 2933990090
• Mol file: 54660-00-3.mol

Synonyms:1,4-Diketo-3,6-diphenyl-pyrrolo-[3,4-c]-pyrrole;1,4-Diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole;1,4-Dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole;2,5-Dihydro-3,6-diphenyl-1,4-diketopyrrolo[3,4-c]pyrrole;2,5-Dihydro-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4-dione;3,6-Diphenyl-1,4-diketopyrrolo[3,4-c]pyrrole;3,6-Diphenyl-1,4-pyrrolo[3,4-c]pyrroledione;3,6-Diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione;C.I. 561050;C.I. Pigment Red 255;Cromophtal Coral Red C;Irgazin DPP Red 5G;Irgazin DPP Scarlet EK;Irgazin Scarlet EK;PR 255;Pigment Red 255;

Chemical Property of Pyrrolo3,4-cpyrrole-1,4-dione, 2,5-dihydro-3,6-diphenyl-

Chemical Property:

• Appearance/Colour: red powder
• Melting Point: 360°C(lit.)
• Boiling Point: 643.1 °C at 760 mmHg
• PKA: 8.71±0.60(Predicted)
• Flash Point: 262.7 °C
• PSA: 65.72000
• Density: 1.39 g/cm³
• LogP: 2.93980

Purity/Quality:

99% ^*data from raw suppliers

3,6-Diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrrolo3,4-cpyrrole-1,4-dione, 2,5-dihydro-3,6-diphenyl-

There total 16 articles about Pyrrolo3,4-cpyrrole-1,4-dione, 2,5-dihydro-3,6-diphenyl- 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: 85.0%

di-tert-Butyl succinate (926-26-1) + benzonitrile (100-47-0) → 3,6-diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione (54660-00-3,120500-90-5)

Guidance literature:

With potassium tert-butylate; at 20 - 120 ℃; for 5h; Neat (no solvent);

Reference yield: 70.5%

diisopropyl succinate (924-88-9) + benzonitrile (100-47-0) → 3,6-diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione (54660-00-3,120500-90-5)

Guidance literature:

With potassium tert-butylate; 2-phthalimidomethyl quinacridone; In tert-Amyl alcohol; at 105 ℃; for 2.25h;

Reference yield: 59.0%

benzonitrile (100-47-0) + succinic acid diethyl ester (123-25-1) → 3,6-diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione (54660-00-3,120500-90-5)

Guidance literature:

With potassium 2-methylbutan-2-olate; In pentan-1-ol; at 108 - 110 ℃; for 2h;

upstream raw materials:

butanediamide

α,α-diethoxy-N,N-dimethylbenzenemethanamine

benzonitrile

succinic acid diethyl ester

Downstream raw materials:

1,4-Bis(tert-butyldimethylsiloxy)-3,6-diphenyl-pyrrolo<3,4-c>pyrrol

1,4-diketo-2,5-dimethyl-3,6-diphenylpyrrolo[3,4-c]pyrrole

1,4-dithioketo-3,6-diphenyl-pyrrolo-<3,4-c>-pyrrole

3-(4-bromophenyl)-6-phenylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

Refernces

• 1、 Chiminazzo, Andrea,Borsato, Giuseppe,Favero, Alessia,Fabbro, Chiara,McKenna, Charles E.,Dalle Carbonare, Luca Giuseppe,Valenti, Maria Teresa,Fabris, Fabrizio,Scarso, Alessandro. "Diketopyrrolopyrrole Bis-Phosphonate Conjugate: A New Fluorescent Probe for In Vitro Bone Imaging". supporting information. p. 3617 - 3626. Retrieved 2019/02/19.
• 2、 Shi, Huaxia,Sun, Wucheng,Wang, Qiang,Gu, Guiying,Si, Weili,Huang, Wei,Zhang, Qi,Dong, Xiaochen. "A Thienyl-Substituted Diketopyrrolopyrrole Derivative with Efficient Reactive Oxygen Species Generation for Photodynamic Therapy". . p. 515 - 520. Retrieved 2016/07/06.