N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide

Base Information

• Chemical Name: N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide
• CAS No.: 3475-74-9
• Molecular Formula: C12H10 N4 O6
• Molecular Weight: 306.235
• European Community (EC) Number: 222-449-3
• NSC Number: 90450
• DSSTox Substance ID: DTXSID30188305
• Nikkaji Number: J85.363A
• Wikidata: Q83060119
• ChEMBL ID: CHEMBL1707040
• Mol file: 3475-74-9.mol

Synonyms:DDPM cpd;N-(4-dimethylamino-3,5-dinitrophenyl)maleimide;N-DADNPM

Chemical Property of N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide

Chemical Property:

• Vapor Pressure: 1.6E-10mmHg at 25°C
• Melting Point: 177-181 °C(lit.)
• Boiling Point: 510.1°Cat760mmHg
• PKA: -0.88±0.50(Predicted)
• Flash Point: 262.3°C
• PSA: 132.26000
• Density: 1.595g/cm³
• LogP: 2.10980
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 306.06003405
• Heavy Atom Count: 22
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=C(C=C(C=C1[N+](=O)[O-])N2C(=O)C=CC2=O)[N+](=O)[O-]
• Uses: An arylmaleimide as antifouling agent. N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide is an arylmaleimide as antifouling agent.

Technology Process of N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide

There total 4 articles about N-(4-Dimethylamino-3,5-dinitrophenyl)maleimide 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:

N-(4-dimethylamino-3,5-dinitro-phenyl)-maleamic acid (108952-31-4) → N-(4-(dimethylamino)-3,5-dinitrophenyl)maleimide (3475-74-9)

Guidance literature:

With acetic anhydride;

Reference yield:

N1,N1-dimethyl-2,6-dinitro-p-phenylenediamine (106166-67-0) → N-(4-(dimethylamino)-3,5-dinitrophenyl)maleimide (3475-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid

2: acetic acid anhydride

With acetic anhydride; acetic acid;

Reference yield:

4-dimethylamino-3,5-dinitro-benzoyl azide (765835-09-4) → N-(4-(dimethylamino)-3,5-dinitrophenyl)maleimide (3475-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄

2: acetic acid

3: acetic acid anhydride

With sulfuric acid; acetic anhydride; acetic acid;

upstream raw materials:

N-(4-dimethylamino-3,5-dinitro-phenyl)-maleamic acid

N¹,N¹-dimethyl-2,6-dinitro-p-phenylenediamine

4-dimethylamino-3,5-dinitro-benzoyl azide

Downstream raw materials:

(S)-1-{3-[1-(4-Dimethylamino-3,5-dinitro-phenyl)-2,5-dioxo-pyrrolidin-3-ylsulfanyl]-2-methyl-propionyl}-pyrrolidine-2-carboxylic acid