4-Nitrophthalimide

Base Information

• Chemical Name: 4-Nitrophthalimide
• CAS No.: 89-40-7
• Molecular Formula: C8H4N2O4
• Molecular Weight: 192.131
• Hs Code.: 29251900
• European Community (EC) Number: 201-905-5
• NSC Number: 5394
• UNII: 26NA19UI3U
• DSSTox Substance ID: DTXSID1025776
• Nikkaji Number: J68.901G,J886.781J
• Wikidata: Q27254119
• ChEMBL ID: CHEMBL1607202
• Mol file: 89-40-7.mol

Synonyms:4-nitrophthalimide

Chemical Property of 4-Nitrophthalimide

Chemical Property:

• Appearance/Colour: slight yellow powder
• Melting Point: 206 °C
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 328.09°C (rough estimate)
• PKA: 7.79±0.20(Predicted)
• PSA: 91.99000
• Density: 1.609 g/cm³
• LogP: 1.33040
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: <0.01 g/100 mL at 18℃
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 192.01710661
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrophthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C(=O)NC2=O
• Uses: 4-Nitrophthalimide is used as intermediate of organic synthesis and fluorescent dyes, it can be used to produce azo dyes, luminol, etc. It can also be used to prepare 4-nitrophthalonitrile, 5-cyanophthalide and other drug intermediates.

Technology Process of 4-Nitrophthalimide

There total 14 articles about 4-Nitrophthalimide 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: 95.0%

4-nitrophthalic anhydride (5466-84-2) → 4-nitrophthalimide (89-40-7)

Guidance literature:

With formamide; In neat (no solvent); for 0.25h; Reagent/catalyst; Milling; Heating; Green chemistry;

DOI:10.4067/S0717-97072017000200015

Reference yield: 94.0%

phthalimide (136918-14-4,85-41-6) → 4-nitrophthalimide (89-40-7)

Guidance literature:

With sulfuric acid; nitric acid; at 10 - 25 ℃; for 12h;

DOI:10.1016/j.dyepig.2017.07.013

Reference yield: 88.02%

4-nitrophthalic acid (610-27-5) → 4-nitrophthalimide (89-40-7)

Guidance literature:

With urea; In 1,2-dichloro-benzene; at 125 - 180 ℃; for 5h; Temperature;

upstream raw materials:

phthalimide

5-nitroisoindoline

4-nitrophthalic anhydride

4-nitrophthalic amide

Downstream raw materials:

5-nitro-2-xanthen-9-yl-isoindoline-1,3-dione

4-nitro-N-butylphthalimide

2-anilinomethyl-5-nitro-isoindole-1,3-dione

5-nitro-2-m-toluidinomethyl-isoindoline-1,3-dione

Refernces

• 1、 Lamch, ?ukasz,Tsirigotis-Maniecka, Marta,Kulbacka, Julita,Wilk, Kazimiera A.. "Synthesis of new zinc(II) phthalocyanine conjugates with block copolymers for cancer therapy". supporting information. p. 433 - 445. Retrieved 2021/02/03.
• 2、 -. "Clean production method 4 - nitrophthalimide". Paragraph 0015-0025. . Retrieved 2021/09/15.