Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone

Base Information

• Chemical Name: Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone
• CAS No.: 5690-24-4
• Molecular Formula: C14H6 N2 O4
• Molecular Weight: 266.213
• Hs Code.: 2933990090
• European Community (EC) Number: 227-159-0
• NSC Number: 96429
• UNII: 896Z6Y4WZP
• DSSTox Substance ID: DTXSID30205440
• Nikkaji Number: J225.094B
• Wikipedia: Naphthalenetetracarboxylic_diimide
• Mol file: 5690-24-4.mol

Synonyms:5690-24-4;Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone;1,4,5,8-Naphthalenetetracarbondiimide;1,4,5,8-Naphthalenetetracarboxdiimide;Naphthalene-1,8:4,5-tetracarboxydiimide;NSC96429;benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone;NSC-96429;896Z6Y4WZP;EINECS 227-159-0;1,4,5,8-naphthalenetetracarboxylic acid diimide;6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone;1,4,5,8-Naphthalenetetracarboxylic 1,8: 4,5-diimide;1,4,5,8-Naphthaldiimide;BENZO(LMN)(3,8)PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE;C14H6N2O4;NCIOpen2_007082;UNII-896Z6Y4WZP;Oprea1_446919;Oprea1_684671;SCHEMBL278438;YSZC2147;DTXSID30205440;C14-H6-N2-O4;MFCD00047649;NSC 96429;CS-0098906;FT-0635808;N0536;1,8:4,5-NAPHTHALENETETRACARBOXDIIMIDE;T72637;benzo[lmn][3,8]phenanthroline-1,3,6,8 (2h,7h)-tetraone;1,4,5,8-NAPHTHALENETETRACARBOXYLIC 1,8:4,5-DIIMIDE;6,13-diazatetracyclo[6.6.2.0?,??.0??,??]hexadeca-1,3,8(16),9,11(15)-pentaene-5,7,12,14-tetrone

Chemical Property of Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone

Chemical Property:

• Vapor Pressure: 1.33E-19mmHg at 25°C
• Melting Point: >410 °C
• Boiling Point: 702.8°Cat760mmHg
• PKA: 7.98±0.20(Predicted)
• Flash Point: 311.1°C
• PSA: 99.86000
• Density: 1.666g/cm³
• LogP: 0.11880
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 266.03275668
• Heavy Atom Count: 20
• Complexity: 451

Purity/Quality:

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

1,4,5,8-Naphthalenetetracarboxdiimide >97.0%(N) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=CC=C4C3=C1C(=O)NC4=O)C(=O)NC2=O

Technology Process of Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone

There total 10 articles about Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone 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: 96.0%

1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) → 1,4,5,8-naphthalenetetracaraboxylic dianhydride (5690-24-4)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 6h;

DOI:10.1002/jhet.5570370645

Reference yield:

5,8-dichloro-naphthalene-1,4-dicarbonitrile → 1,4,5,8-naphthalenetetracaraboxylic dianhydride (5690-24-4)

Guidance literature:

With potassium cyanide; at 200 ℃;

Reference yield:

4,8-dichloro-naphthalene-1,5-dicarboxylic acid (858436-00-7) → 1,4,5,8-naphthalenetetracaraboxylic dianhydride (5690-24-4)

Guidance literature:

With potassium cyanide; at 200 ℃;

upstream raw materials:

4,8-dichloro-naphthalene-1,5-dicarboxylic acid

1,4,5,8-naphthalenetetracarboxylic dianhydride

ammonia

1,5-dichloronaphthalene

Downstream raw materials:

N,N’-bis(4-pyridylmethyl)-1,4,5,8-naphthalenetetra-carboxydiimide

(((1,3,6,8-tetraoxobenzo[lmn][3,8]phenanthroline-2,7(1H,3H,6H,8H)-diyl)bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate)

(R)-2-[7-((R)-1-carboxy-2-tritylsulfanyl-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-3-tritylsulfanyl-propionic acid

[S,S]-N,N'-bis-[4-(benzyloxycarbonyl)-2-(N-5-fluoro-2,4-dinitrophenylamino)-butanoyl]-2,7-diaza-1,2,3,6,7,8-hexahydropyrene

Refernces

• 1、 Matsuda, Wakana,Miyake, Yoshihiro,Nakazato, Takumi,Sakurai, Tsuneaki,Seki, Shu,Shinokubo, Hiroshi. "Synthesis and crystal packing structures of 2,7-diazapyrenes with various alkyl groups at 1,3,6,8-positions". . p. 465 - 468. Retrieved 2020.
• 2、 Hansen, Jimmi G.,Feeder, Neil,Hamilton, Darren G.,Gunter, Maxwell J.,Becher, Jan,Sanders, Jeremy K. M.. "Macrocyclization and molecular interlocking via Mitsunobu alkylation: Highlighting the role of C-H...O interactions in templating". . p. 449 - 452. Retrieved 2000.
• 3、 Byon, Hye Ryung,Na, Moony,Oh, Yusik. "Effects of Zn2+and H+association with naphthalene diimide electrodes for aqueous Zn-ion batteries". . p. 6990 - 6997. Retrieved 2020.