Isophthaloyl dichloride

Base Information

• Chemical Name: Isophthaloyl dichloride
• CAS No.: 99-63-8
• Deprecated CAS: 188665-61-4,1640987-71-8
• Molecular Formula: C8H4Cl2O2
• Molecular Weight: 203.025
• Hs Code.: 29173940
• European Community (EC) Number: 202-774-7
• NSC Number: 41884
• UNII: 6A3LDJ6CL3
• DSSTox Substance ID: DTXSID3026641
• Nikkaji Number: J4.971I
• Wikidata: Q27264395
• ChEMBL ID: CHEMBL1885739
• Mol file: 99-63-8.mol

Synonyms:1,3-benzenedicarbonyl chloride;1,3-phthaloyl dichloride;isophthaloyl dichloride;m-phthaloyl dichloride

Chemical Property of Isophthaloyl dichloride

Chemical Property:

• Appearance/Colour: white crystalline mass
• Vapor Pressure: 0.00473mmHg at 25°C
• Melting Point: 43-44 °C(lit.)
• Refractive Index: 1.571
• Boiling Point: 276.7 °C at 760 mmHg
• Flash Point: 131.9 °C
• PSA: 34.14000
• Density: 1.427 g/cm³
• LogP: 2.44460
• Storage Temp.: Store below +30°C.
• Water Solubility.: reacts
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.9588348
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S24/25:; S7/8:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Other Toxic Gases & Vapors
• Canonical SMILES: C1=CC(=CC(=C1)C(=O)Cl)C(=O)Cl
• Uses: Intermediate, dyes, synthetic fibers, resins, films, protective coatings, laboratory reagent. Isophthaloyl dichloride is used in a variety of performance polymers and fibers, where it impacts flame resistance, temperature stability, chemical resistance, and flexibility. In addition, it is an effective stabilizer for urethane prepolymers due to its ability to scavenge water. Also used in aromatic fiber raw materials.

Technology Process of Isophthaloyl dichloride

There total 18 articles about Isophthaloyl dichloride 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%

phosgene (75-44-5) + isophthalic acid (121-91-5) → dimethyl Isophthalate (1459-93-4) + benzene-1,3-dicarbonyl dichloride (99-63-8)

Guidance literature:

With pyridine; In dichloromethane;

Reference yield: 100.0%

isophthalic acid (121-91-5) → benzene-1,3-dicarbonyl dichloride (99-63-8)

Guidance literature:

With thionyl chloride; at 80 ℃; for 4h;

DOI:10.1002/ejoc.201601298

Reference yield: 65.7%

m-xylene (108-38-3,104809-90-7) → benzene-1,3-dicarbonyl dichloride (99-63-8) + 3-Methylbenzoyl chloride (1711-06-4)

Guidance literature:

m-xylene; With N-hydroxyphthalimide; cobalt(II) phthalocyanine; μ-oxo[manganese(III) tetraphenylporphine]2; oxygen; at 135 ℃; under 3750.38 Torr;

With thionyl chloride; Reagent/catalyst; Temperature; Pressure;

upstream raw materials:

isophthalic acid

dimethyl Isophthalate

1,3-bis-trichloromethyl-benzene

acetyl chloride

Downstream raw materials:

1,3-bis(diazoacetyl)benzene

1,3-bis(3,5-dimethylpyrazolyl-1-carbonyl)benzene

1,4-phenylenebis[(4-methoxypheny)lmethanone]

1,3-phenylenebis[(4-methoxyphenyl)methanone]

Refernces

Rotaxanes capable of recognising chloride in aqueous media

10.1002/chem.201002076

The study presents the development of a series of eight new [2]rotaxane molecules, with a focus on the first sulfonamide interlocked system, designed to selectively recognize chloride anions in aqueous media. The research leverages a chloride-anion-templating synthetic pathway to create these [2]rotaxanes, whose three-dimensional interlocked-binding domains exhibit high chloride selectivity. The study utilizes 1H NMR spectroscopic titration to demonstrate the rotaxanes' chloride recognition capabilities and employs X-ray structural analysis and computational molecular dynamics simulations to elucidate the formation yields, anion binding affinities, and selectivity trends. The findings reveal that the rotaxanes can selectively bind chloride even in competitive aqueous solvent mixtures, with the binding affinity tunable through modifications such as electron-withdrawing substituents and charge increase. The research contributes to the advancement of anion recognition in supramolecular chemistry and has implications for nanotechnological applications.