N-(3,5-Dichlorophenyl)-2-hydroxysuccinimide

Base Information

• Chemical Name: N-(3,5-Dichlorophenyl)-2-hydroxysuccinimide
• CAS No.: 119341-82-1
• Molecular Formula: C10H7 Cl2 N O3
• Molecular Weight: 260.07
• DSSTox Substance ID: DTXSID80922938
• Nikkaji Number: J400.899E
• Mol file: 119341-82-1.mol

Synonyms:N-(3,5-dichlorophenyl)-2-hydroxysuccinimide;NDHS

Chemical Property of N-(3,5-Dichlorophenyl)-2-hydroxysuccinimide

Chemical Property:

• Vapor Pressure: 1.83E-13mmHg at 25°C
• Boiling Point: 561.9°Cat760mmHg
• Flash Point: 293.6°C
• PSA: 57.61000
• Density: 1.647g/cm³
• LogP: 1.68260
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 258.9802985
• Heavy Atom Count: 16
• Complexity: 313

Purity/Quality:

N-(3,5-DICHLOROPHENYL)-2-HYDROXYSUCCINIMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl)O

Technology Process of N-(3,5-Dichlorophenyl)-2-hydroxysuccinimide

There total 2 articles about N-(3,5-Dichlorophenyl)-2-hydroxysuccinimide 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: 60.0%

malic acid (617-48-1,78644-42-5) + 3,5-Dichloroaniline (626-43-7) → 1-(3,5-dichlorophenyl)-2,5-dihydro-1H-pyrrole-2,5-dione (24096-52-4) + D,L-(3,5-Dichlorophenyl)-2-hydroxysuccinimide (119341-82-1)

Guidance literature:

for 0.166667h; Heating; microwave irradiation;

DOI:10.1039/a901520e

Reference yield:

(5-oxo-2-trichloromethyl-[1,3]dioxolan-4-yl)-acetyl chloride (65995-80-4) + 3,5-Dichloroaniline (626-43-7) → D,L-(3,5-Dichlorophenyl)-2-hydroxysuccinimide (119341-82-1)

Guidance literature:

In toluene; for 15h; Yield given; Heating;

DOI:10.1055/s-1989-27415

Reference yield: 44.0%

D,L-(3,5-Dichlorophenyl)-2-hydroxysuccinimide (119341-82-1) → D,L-N-(3,5-Dichlorophenyl)-3-hydroxysuccinamic acid (126441-08-5,160567-11-3) + N-(3,5-dichlorophenyl)-2-hydroxysuccinamic acid monoamide (53219-96-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1989-27415

upstream raw materials:

(5-oxo-2-trichloromethyl-[1,3]dioxolan-4-yl)-acetyl chloride

3,5-Dichloroaniline

malic acid

Downstream raw materials:

D,L-N-(3,5-Dichlorophenyl)-3-hydroxysuccinamic acid

N-(3,5-dichlorophenyl)-2-hydroxysuccinamic acid monoamide

Refernces

• 1、 Shih, Hsiencheng,Rankin, Gary O.. "Convenient Synthesis of N-Aryl-2-hydroxysuccinimides and Characterization of Their Hydrolysis Products". . p. 866 - 867. Retrieved 2007/10/02.