3,4,9,10-Perylenetetracarboxylic acid

Base Information

• Chemical Name: 3,4,9,10-Perylenetetracarboxylic acid
• CAS No.: 81-32-3
• Molecular Formula: C24H12O8
• Molecular Weight: 428.354
• European Community (EC) Number: 201-343-0
• NSC Number: 89768
• UNII: N4CM698BCZ
• DSSTox Substance ID: DTXSID6058841
• Nikkaji Number: J192.586E
• Wikidata: Q81988541
• Mol file: 81-32-3.mol

Synonyms:81-32-3;perylene-3,4,9,10-tetracarboxylic acid;3,4,9,10-Perylenetetracarboxylic acid;3,4,9,10-Perylenetetracarboxylicacid;Perylenetetracarboxylic acid;N4CM698BCZ;C24H12O8;EINECS 201-343-0;NSC 89768;NSC-89768;UNII-N4CM698BCZ;SCHEMBL30141;YSWG297;DTXSID6058841;NSC89768;3,9,10-Perylenetetracarboxylic acid;MFCD00071725;perylen-3,4,9,10-tetracarboxylsyre;C24-H12-O8;perylene-3,4,9,10-tetracarboxylicacid;AS-62544;CS-0160357;D82361;10.14272/FVDOBFPYBSDRKH-UHFFFAOYSA-N.1;doi:10.14272/FVDOBFPYBSDRKH-UHFFFAOYSA-N.1

Chemical Property of 3,4,9,10-Perylenetetracarboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.939
• Boiling Point: 912.4 °C at 760 mmHg
• PKA: 2.17±0.30(Predicted)
• Flash Point: 519.4 °C
• PSA: 149.20000
• Density: 1.739 g/cm³
• LogP: 4.53000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 428.05321734
• Heavy Atom Count: 32
• Complexity: 706

Purity/Quality:

99%, ^*data from raw suppliers

Perylene-3,4,9,10-tetracarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=CC=C3C2=C1C4=C5C3=CC=C(C5=C(C=C4)C(=O)O)C(=O)O)C(=O)O)C(=O)O

Technology Process of 3,4,9,10-Perylenetetracarboxylic acid

There total 13 articles about 3,4,9,10-Perylenetetracarboxylic acid 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%

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → perylene-3,4,9,10-tetracarboxylic acid (81-32-3)

Guidance literature:

With potassium hydroxide; In water; for 12h; Heating;

DOI:10.1016/j.tetlet.2006.11.100

Reference yield: 91.0%

1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid (118153-98-3) → perylene-3,4,9,10-tetracarboxylic acid (81-32-3)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 155 - 160 ℃; for 4h;

Reference yield: 82.0%

1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid (107905-43-1) → perylene-3,4,9,10-tetracarboxylic acid (81-32-3)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 120 ℃; for 1h;

upstream raw materials:

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione

1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid

1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid

C₃₂H₁₈O

Downstream raw materials:

PERYLENE

Perylene-3-carboxylic acid

perylene 3,4,9,10-tetracarboxylic acid tetrabenzyl ester

N¹,N²-bis(1-butyl)perylene-3,4,9,10-tetracarboxylic diimide

Refernces

• 1、 Xu, Ping,Pan, Cuicui,Zhao, Yingjie,Kong, Xiangxue,Sun, Juanjuan,Xu, Maoyou,Shi, Zhiqiang. "Tunable fluorescent pH sensor based on water-soluble perylene tetracarboxylic acid/Fe3+". . p. 307 - 309. Retrieved 2012.
• 2、 Chen, Jian,Jiao, Huping,Li, Wenying,Liao, Dongli,Zhou, Huipeng,Yu, Cong. "Real-time fluorescence turn-on detection of alkaline phosphatase activity with a novel perylene probe". . p. 276 - 281. Retrieved 2013.
• 3、 Bala, Indu,Gupta, Santosh Prasad,De, Joydip,Pal, Santanu Kumar. "Room-Temperature Columnar Nematic and Soft Crystalline Columnar Assemblies of a New Series of Perylene-Centred Disc Tetramers". . p. 12767 - 12778. Retrieved 2017.
• 4、 Heek, Timm,Nikolaus, J?rg,Schwarzer, Roland,Fasting, Carlo,Welker, Pia,Licha, Kai,Herrmann, Andreas,Haag, Rainer. "An amphiphilic perylene imido diester for selective cellular imaging". . p. 153 - 158. Retrieved 2013.
• 5、 Fu, Xiaomin,Feng, Jiahui,Tan, Xingrong,Lu, Qiyi,Yuan, Ruo,Chen, Shihong. "Electrochemiluminescence sensor for dopamine with a dual molecular recognition strategy based on graphite-like carbon nitride nanosheets/3,4,9,10-perylenetetracarboxylic acid hybrids". . p. 42698 - 42704. Retrieved 2015.