Dithiobisphthalimide

Base Information

• Chemical Name: Dithiobisphthalimide
• CAS No.: 7764-30-9
• Molecular Formula: C16H8N2O4S2
• Molecular Weight: 356.383
• DSSTox Substance ID: DTXSID30998860
• Nikkaji Number: J1.565.742A
• Wikidata: Q72470195
• Mol file: 7764-30-9.mol

Synonyms:N,N'-dithiobisphthalimide

Chemical Property of Dithiobisphthalimide

Chemical Property:

• Melting Point: 225-2200 oC
• Boiling Point: 589.4 °C at 760 mmHg
• Flash Point: 310.2 °C
• PSA: 125.36000
• Density: 1.72 g/cm³
• LogP: 2.66600
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 355.99254909
• Heavy Atom Count: 24
• Complexity: 511

Purity/Quality:

98%Min ^*data from raw suppliers

Dithiobisphthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)SSN3C(=O)C4=CC=CC=C4C3=O
• Uses: Dithiobisphthalimide (cas# 7764-30-9) is a compound useful in organic synthesis.

Technology Process of Dithiobisphthalimide

There total 5 articles about Dithiobisphthalimide 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: 100.0%

phthalimidesulfenyl chloride (54974-07-1) → 2,2'-disulfanediylbis(isoindoline-1,3-dione) (7764-30-9)

Guidance literature:

With hexamethyldistannane; In toluene; at 0 ℃;

DOI:10.1007/BF00698890

Reference yield: 98.0%

phthalimide (136918-14-4,85-41-6) → 2,2'-disulfanediylbis(isoindoline-1,3-dione) (7764-30-9)

Guidance literature:

With disulfur dichloride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ma3017103

Reference yield: 59.0%

potassium phtalimide (1074-82-4) → 2,2'-disulfanediylbis(isoindoline-1,3-dione) (7764-30-9)

Guidance literature:

With disulfur dichloride; In dichloromethane; at 0 - 20 ℃; for 24h;

upstream raw materials:

phthalimide

phthalimidesulfenyl chloride

potassium phtalimide

Downstream raw materials:

N,N'-thiobisphthalimide

N-{[3-(trifluoromethyl)phenyl]thio}phthalimide

N-phenylthiophthalimide

2-(4-chlorophenylthio)isoindoline-1,3-dione

Refernces

• 1、 Cornella, Josep,Wang, Lin. "A Unified Strategy for Arylsulfur(VI) Fluorides from Aryl Halides: Access to Ar-SOF3 Compounds". supporting information. p. 23510 - 23515. Retrieved 2020/10/29.
• 2、 Zuo, Yingying,Xiong, Feng,Zhao, Jing. "An internal oxidant-directing strategy enabling transition metal-free C–S bond ligation". supporting information. p. 4174 - 4179. Retrieved 2019/05/24.