3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione

Base Information

• Chemical Name: 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione
• CAS No.: 165606-93-9
• Molecular Formula: C₅HCl₄NO₂
• Molecular Weight: 248.88
• UNII: F0047P831R
• DSSTox Substance ID: DTXSID10167991
• Nikkaji Number: J683.147H
• Wikidata: Q27896728
• Metabolomics Workbench ID: 46738
• Mol file: 165606-93-9.mol

Synonyms:3,3-dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione;DC-DCM-P

Chemical Property of 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.66000
• Density: 1.84g/cm³
• LogP: 1.78180
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 248.873189
• Heavy Atom Count: 12
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(Cl)Cl)C(=O)NC(=O)C1(Cl)Cl

Technology Process of 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione

There total 3 articles about 3,3-Dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione 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:

3-methyl-3,4,4-trichloro-2,5-pyrrolidinedione (170660-65-8) → 3-(dichloromethylene)-4,4-dichloro-2,5-pyrrolidinedione (165606-93-9)

Guidance literature:

With chlorine; In tetrachloromethane; Irradiation;

DOI:10.1021/jf950076s

Reference yield:

3-chloro-4-methyl-1H-pyrrole-2,5-dione (69636-50-6) → 3-(dichloromethylene)-4,4-dichloro-2,5-pyrrolidinedione (165606-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Cl₂ / CCl₄; CH₂Cl₂ / Irradiation

2: Cl₂ / CCl₄ / Irradiation

With chlorine; In tetrachloromethane; dichloromethane;

DOI:10.1021/jf950076s

Reference yield:

citraconimide (1072-87-3) → 3-(dichloromethylene)-4,4-dichloro-2,5-pyrrolidinedione (165606-93-9) + 3-chloro-4-dichloromethyl-pyrrole-2,5-dione (339152-94-2)

Guidance literature:

With chlorine; In tetrachloromethane; for 96h; direct sunlight;

DOI:10.1016/S1383-5718(00)00129-7

upstream raw materials:

3-methyl-3,4,4-trichloro-2,5-pyrrolidinedione

citraconimide

3-chloro-4-methyl-1H-pyrrole-2,5-dione