1,3,5-Benzenetricarbonyl trichloride

Base Information

• Chemical Name: 1,3,5-Benzenetricarbonyl trichloride
• CAS No.: 4422-95-1
• Deprecated CAS: 84270-84-8,1640987-67-2
• Molecular Formula: C9H3Cl3O3
• Molecular Weight: 265.48
• Hs Code.: 29173980
• European Community (EC) Number: 224-594-8
• NSC Number: 82328
• UNII: 5866PEO79W
• DSSTox Substance ID: DTXSID7044429
• Nikkaji Number: J205.798K
• Wikidata: Q27261566
• ChEMBL ID: CHEMBL3182363
• Mol file: 4422-95-1.mol

Synonyms:1,3,5-benzene-tricarbonyl trichloride;1,3,5-benzenetricarbonyl trichloride

Chemical Property of 1,3,5-Benzenetricarbonyl trichloride

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Melting Point: 32-38 °C(lit.)
• Refractive Index: 1.5945 - 1.5965
• Boiling Point: 312.2 °C at 760 mmHg
• Flash Point: 150.6 °C
• PSA: 51.21000
• Density: 1.574 g/cm³
• LogP: 2.82360
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Solubility.: decomposes
• Water Solubility.: decomposes
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 263.914777
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-Benzenetricarbonyl Trichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-22-34
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(=O)Cl)C(=O)Cl)C(=O)Cl
• Uses: Specialty organic. 1,3,5-Benzenetricarbonyl chloride was used in the synthesis of chiral azoaromatic dendrimeric systems. It was used to study the structure of activated composite membranes containing organophosphorus extractants as carriers. It was the starting material for two tritopic amides derived from 3- and 4-methylaminopyridine which self-assembled into nanoballs on treatment with palladium(II) nitrate in DMSO. 1,3,5-Benzenetricarbonyl trichloride was used in the synthesis of chiral azoaromatic dendrimeric systems. It was used to study the structure of activated composite membranes containing organophosphorus extractants as carriers. It was the starting material for two tritopic amides derived from 3- and 4-methylaminopyridine which self-assembled into nanoballs on treatment with palladium(II) nitrate in DMSO.

Technology Process of 1,3,5-Benzenetricarbonyl trichloride

There total 4 articles about 1,3,5-Benzenetricarbonyl trichloride 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%

benzene-1,3,5-tricarboxylic acid (554-95-0) → 1,3,5-benzene tris(carbonyl chloride) (4422-95-1)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; for 8h; Heating;

DOI:10.1080/00397910701227044

Reference yield: 96.0%

thionyl chloride (7719-09-7) + benzene-1,3,5-tricarboxylic acid (554-95-0) → 1,3,5-benzene tris(carbonyl chloride) (4422-95-1)

Guidance literature:

In N,N-dimethyl-formamide; for 8h; Reflux;

Reference yield:

1,3,5-tris(trichloromethyl)benzene (729-80-6) → 1,3,5-benzene tris(carbonyl chloride) (4422-95-1)

Guidance literature:

With water; iron(III) chloride; at 140 ℃;

upstream raw materials:

1,3,5-tris(trichloromethyl)benzene

benzene-1,3,5-tricarboxylic acid

thionyl chloride

Downstream raw materials:

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

1,3,5-tricyanobenzene

Benzene-1,3,5-tricarboxylic acid tris-[1-chloro-1-pyrrolidin-1-yl-meth-(Z)-ylideneamide]

1,3,5-benzenetricarboxylic tris<2-(2-formylphenoxy)ethyl>ester

Refernces

• 1、 Kotwica, Kamil,Kostyuchenko, Anastasia S.,Data, Przemyslaw,Marszalek, Tomasz,Skorka, Lukasz,Jaroch, Tomasz,Kacka, Sylwia,Zagorska, Malgorzata,Nowakowski, Robert,Monkman, Andrew P.,Fisyuk, Alexander S.,Pisula, Wojciech,Pron, Adam. "Star-Shaped Conjugated Molecules with Oxa- or Thiadiazole Bithiophene Side Arms". . p. 11795 - 11806. Retrieved 2016.
• 2、 Koenig, Burkhard,Moeller, Oliver,Bubenitschek, Peter,Jones, Peter G.. "Binding of Heptanedioic Acid to a Threefold Pyridine Arylamide Receptor. Enhancement of the Stability of Supramolecular Solution Structures by Multiple Binding Sites". . p. 4291 - 4293. Retrieved 1995.
• 3、 Wetz et al.. "". . p. 347,354. Retrieved 1974.
• 4、 Yu, Zhiqun,Yao, Hongmiao,Xu, Qilin,Liu, Jiming,Le, Xingmao,Ren, Minna. "Br?nsted acid-catalyzed chlorination of aromatic carboxylic acids". supporting information. p. 685 - 689. Retrieved 2021/04/09.
• 5、 -. "Citrate plasticizer". Paragraph 0061; 0064; 0066; 0069. . Retrieved 2021/05/15.