2-(2,5-dioxopyrrolidin-1-yl)-4-[(E)-2-nitroethenyl]benzoate

Base Information

• Chemical Name: 2-(2,5-dioxopyrrolidin-1-yl)-4-[(E)-2-nitroethenyl]benzoate
• CAS No.: 102564-38-5
• Molecular Formula: C₁₃H₁₀N₂O₆
• Molecular Weight: 290.232
• Mol file: 102564-38-5.mol

Synonyms:N-succinimidyl-4-(2-nitrovinyl)benzoate;N-succinimidyl-para-(2-nitrovinyl)benzoate;S4NVB

Chemical Property of 2-(2,5-dioxopyrrolidin-1-yl)-4-[(E)-2-nitroethenyl]benzoate

Chemical Property:

• Vapor Pressure: 5.79E-18mmHg at 25°C
• Boiling Point: 653.4°C at 760 mmHg
• Flash Point: 349°C
• PSA: 123.33000
• LogP: 0.53910
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 289.04606101
• Heavy Atom Count: 21
• Complexity: 488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)C2=C(C=CC(=C2)C=C[N+](=O)[O-])C(=O)[O-]
• Isomeric SMILES: C1CC(=O)N(C1=O)C2=C(C=CC(=C2)/C=C/[N+](=O)[O-])C(=O)[O-]

Technology Process of 2-(2,5-dioxopyrrolidin-1-yl)-4-[(E)-2-nitroethenyl]benzoate

There total 1 articles about 2-(2,5-dioxopyrrolidin-1-yl)-4-[(E)-2-nitroethenyl]benzoate 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: 33.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + p-(2-nitrovinyl)-benzoic acid (3179-11-1) → N-succinimidyl-p-(2-nitrovinyl)-benzoate (102564-38-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1248/cpb.32.5036

Reference yield: 82.0%

N-succinimidyl-p-(2-nitrovinyl)-benzoate (102564-38-5) + 3-mercaptopropionic acid (107-96-0) → N-succinimidyl-p-(2-nitrovinyl)-benzoate mercaptopropionic acid adduct (96441-31-5)

Guidance literature:

In tetrahydrofuran; for 0.5h; Ambient temperature; pH 3.0 (0.1 M phosphate buffer);

DOI:10.1248/cpb.32.5036

Reference yield:

N-succinimidyl-p-(2-nitrovinyl)-benzoate (102564-38-5) → p-(2-nitrovinyl)-benzoyl-alanine cysteine adduct (96441-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide; H₂O / 0.5 h / Ambient temperature; pH 1.5

2: 23.6 mg / NMM / dimethylformamide; H₂O / Ambient temperature

With 4-methyl-morpholine; In water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.32.5036

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

p-(2-nitrovinyl)-benzoic acid

Downstream raw materials:

N-succinimidyl-p-(2-nitrovinyl)-benzoate mercaptopropionic acid adduct

p-(2-nitrovinyl)-benzoyl-alanine mercaptopropionic acid adduct

p-(2-nitrovinyl)-benzoyl-alanine cysteine adduct

Refernces