Phthaloyl dichloride

Base Information

• Chemical Name: Phthaloyl dichloride
• CAS No.: 88-95-9
• Deprecated CAS: 1640987-70-7,2044283-90-9
• Molecular Formula: C8H4Cl2O2
• Molecular Weight: 203.025
• Hs Code.: 29173980
• European Community (EC) Number: 201-869-0
• NSC Number: 44611
• UNII: 8S64APH24W
• DSSTox Substance ID: DTXSID8038691
• Nikkaji Number: J4.297H
• Wikidata: Q27270948
• Mol file: 88-95-9.mol

Synonyms:1,2-phthaloyl dichloride;o-phthaloyl dichloride

Chemical Property of Phthaloyl dichloride

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 30 mm Hg ( 47 °C)
• Melting Point: 6-12 °C(lit.)
• Refractive Index: n20/D 1.568(lit.)
• Boiling Point: 281.7 °C at 760 mmHg
• Flash Point: 135.4 °C
• PSA: 34.14000
• Density: 1.427 g/cm³
• LogP: 2.44460
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with ether.
• Water Solubility.: decomposes
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.9588348
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

o-PhthaloylDichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)Cl)C(=O)Cl
• Uses: Phthaloyl chloride is used for the preparation of volatile acid chlorides from the acids. It acts as a trapping agent for the nitrite ion in the fluorodenitration of aromatic substrates with potassium fluoride. It serves as an additive in polymers and fibers to improve the color stability. It is used as an ingredient in ceramic mold binders, as a stabilizer for polymers and in reverse osmosis membranes. o-Phthaloyl Dichloride is used in the phthaloylation of hemicelluloses as an efficient way to improve their lipophilicity and hydrophilicity. Phthaloylation of hemicelluloses is also a key precursor to preparing polysaccharide derivatives.

Technology Process of Phthaloyl dichloride

There total 26 articles about Phthaloyl 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: 97.8%

phthalic anhydride (85-44-9) → Phthaloyl dichloride (88-95-9)

Guidance literature:

With phosgene; N,N-dibutylformamide; In toluene; at 70 ℃; for 7.5h; Product distribution / selectivity;

Reference yield: 89.3%

phthalic anhydride (85-44-9) → N,N-dibutylcarbamoyl chloride (13358-73-1) + Phthaloyl dichloride (88-95-9)

Guidance literature:

With phosgene; N,N-dibutylformamide; In toluene; at 70 ℃; for 7.5h; Product distribution / selectivity;

Reference yield: 70.0%

phthalic anhydride (85-44-9) + 4-chlorotrichloromethylbenzene (5216-25-1) → 4-chloro-benzoyl chloride (122-01-0) + Phthaloyl dichloride (88-95-9)

Guidance literature:

zirconium(IV) chloride; at 160 ℃; for 6h;

upstream raw materials:

tetrachloromethane

phthalic anhydride

chloroform

hexachloroethane

Downstream raw materials:

dicyclohexyl phthalate

2-(1H-pyridin-2-ylidene)-indan-1,3-dione

1,2-bis-(3,5-dimethyl-pyrazole-1-carbonyl)-benzene

fumaryl dichloride

Refernces

• 1、 Mohamed, Fatma H.,Shalaby, Ahmad M.,Soliman, Hanan A.,Abdelazem, Ahmed Z.,Mounier, Marwa M.,Nossier, Eman S.,Moustafa, Gaber O.. "Design, synthesis and molecular docking studies of novel cyclic pentapeptides based on phthaloyl chloride with expected anticancer activity". . p. 1723 - 1736. Retrieved 2020/09/01.
• 2、 -. "Method of co-producing methyl benzoic acid, methylbenzoyl chloride and phthaloyl dichloride". Paragraph 0178; 0179; 0192-0194; 0196; 0198. . Retrieved 2018/06/16.