N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide

Base Information

• Chemical Name: N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide
• CAS No.: 20958-66-1
• Molecular Formula: C16H10N2O4
• Molecular Weight: 294.26200
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60376218
• Nikkaji Number: J1.513.721E
• Wikidata: Q82165082
• Mol file: 20958-66-1.mol

Synonyms:20958-66-1;N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide;2,7-Dimethylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone;6,13-dimethyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone;Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone, 2,7-dimethyl-;SCHEMBL127059;DTXSID60376218;N,N'-bis(methyl)-1,4,5,8-naphthalenediimide;10.14272/FERUHHWVLZNKMW-UHFFFAOYSA-N.3;N,N'-Dimethylnaphthalene-1,8:4,5-bisdicarbimide;doi:10.14272/FERUHHWVLZNKMW-UHFFFAOYSA-N.3;6,13-dimethyl-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 N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide

Chemical Property:

• Vapor Pressure: 1.67E-11mmHg at 25°C
• Melting Point: 358 °C(Solv: methanol (67-56-1))
• Boiling Point: 534.6oC at 760 mmHg
• PKA: -2.63±0.20(Predicted)
• Flash Point: 267.6oC
• PSA: 78.14000
• Density: 1.55g/cm3
• LogP: 0.13960
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 294.06405680
• Heavy Atom Count: 22
• Complexity: 501

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C3C(=CC=C4C3=C(C=C2)C(=O)N(C4=O)C)C1=O

Technology Process of N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide

There total 1 articles about N,N'-Dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide 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: 38.5%

N,N'-bis(4-bromophenyl)-1,4,5,8-naphthalenetetracarboxydiimide (89607-96-5) + methylamine (74-89-5) → N-methyl-N'-(4-bromophenyl)-1,4,5,8-naphthalenetetracarboxydiimide (89608-03-7) + N,N′-dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide (20958-66-1)

Guidance literature:

In nitrobenzene; at 180 ℃; for 10h;

Reference yield: 83.2%

[Cp*Rh]2(1,4-bis(dipyrromethan-5-yl)benzene)Cl2 + [Cu2(bddp)2] + silver trifluoromethanesulfonate (2923-28-6) + N,N′-dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide (20958-66-1) + Coronene (191-07-1) → 2C24H16N4(2-)*4C10H15(1-)*4C19H23NO4(2-)*4Cu(2+)*4Rh(3+)*4CF3O3S(1-)*2C24H12*C16H10N2O4

Guidance literature:

[Cp*Rh]₂(1,4-bis(dipyrromethan-5-yl)benzene)Cl₂; silver trifluoromethanesulfonate; In methanol; at 20 ℃; for 6h; Darkness;

[Cu₂(bddp)₂]; for 12h;

N,N′-dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide; Coronene; at 20 ℃; for 6h;

DOI:10.1002/cjoc.201800121

Reference yield: 81.5%

[Cp*Rh]2(4,4’-bis(dipyrromethane-5-yl)biphenyl)Cl2 + [Cu2(bddp)2] + silver trifluoromethanesulfonate (2923-28-6) + N,N′-dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide (20958-66-1) + Coronene (191-07-1) → 2C30H20N4(2-)*4C10H15(1-)*4C19H23NO4(2-)*4Cu(2+)*4Rh(3+)*4CF3O3S(1-)*2C24H12*2C16H10N2O4

Guidance literature:

[Cp*Rh]₂(4,4’-bis(dipyrromethane-5-yl)biphenyl)Cl₂; silver trifluoromethanesulfonate; In methanol; at 20 ℃; for 6h; Darkness;

[Cu₂(bddp)₂]; for 12h;

N,N′-dimethyl-1,4,5,8-naphthalenetetracarboxylic diimide; Coronene; at 20 ℃; for 6h;

DOI:10.1002/cjoc.201800121

upstream raw materials:

N,N'-bis(4-bromophenyl)-1,4,5,8-naphthalenetetracarboxydiimide

methylamine

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