Octanedioyl dichloride

Base Information

• Chemical Name: Octanedioyl dichloride
• CAS No.: 10027-07-3
• Molecular Formula: C8H12 Cl2 O2
• Molecular Weight: 211.088
• Hs Code.: 2917190090
• European Community (EC) Number: 628-169-1
• UNII: TG5X3247UL
• DSSTox Substance ID: DTXSID10143078
• Nikkaji Number: J208.953J
• Wikipedia: Suberoyl_chloride
• Wikidata: Q63179235
• Mol file: 10027-07-3.mol

Synonyms:Suberoyl chloride;Octanedioyl dichloride;10027-07-3;Suberoyl dichloride;suberoylchloride;Suberyl chloride;Suberic acid dichloride;Suberyl dichloride;TG5X3247UL;octanedioyl chloride;MFCD00000764;SUBERIC CHLORIDE;Octanedioyl dichloride #;SUBARIC DICHLORIDE;SUBERIC DICHLORIDE;Suberoyl chloride, 97%;UNII-TG5X3247UL;C8H12Cl2O2;SCHEMBL688761;DTXSID10143078;1,6-HEXANEDICARBONYL CHLORIDE;AKOS028108680;FT-0636615;S0420;D92254

Chemical Property of Octanedioyl dichloride

Chemical Property:

• Appearance/Colour: clear colorless to brown liquid
• Vapor Pressure: 0.00181mmHg at 25°C
• Melting Point: 61-62 °C
• Refractive Index: n20/D 1.468(lit.)
• Boiling Point: 162-163℃15mmHg(lit.)
• Flash Point: >230℉
• PSA: 34.14000
• Density: 1.172g/mLat25℃(lit.)
• LogP: 2.85780
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 210.0214350
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

SuberylChloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCC(=O)Cl)CCC(=O)Cl
• Uses: Suberoyl chloride is used as a reagent to synthesize hydroxyferrocifen hybrid compounds that have antiproliferative activity against triple negative breast cancer cells. It is also used as a cross-linking agent to cross-link Chitosan (C315015) membranes, and also improves the membrane?s integrity.

Technology Process of Octanedioyl dichloride

There total 3 articles about Octanedioyl 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%

octane-1,8-dioic acid (505-48-6) → suberoyl chloride (10027-07-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 1.5h; Reflux;

Reference yield: 92.0%

octane-1,8-dioic acid (505-48-6) + oxalyl dichloride (79-37-8) → suberoyl chloride (10027-07-3)

Guidance literature:

With N,N-dimethylvinylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c3dt51917a

Reference yield:

→ suberoyl chloride (10027-07-3)

Guidance literature:

upstream raw materials:

octane-1,8-dioic acid

oxalyl dichloride

Downstream raw materials:

dimethyl subarate

1,8-bis-(4-bromo-phenyl)-octane-1,8-dione

1,8-bis-(2,4-dimethyl-phenyl)-octane-1,8-dione

1,8-diphenyl-1,8-octanedione

Refernces

• 1、 Stevens, Christian V,Vanderhoydonck, Bart. "Use of acylphosphonates for the synthesis of α-chlorinated carboxylic and α,α′-dichloro dicarboxylic acids and their derivatives". . p. 4793 - 4800. Retrieved 2001.
• 2、 Ishmuratov, G. Yu.,Sayakhov, R. R.,Talipov, R. F.,Vydrina, V. A.,Yakovleva, M. P.,Zileeva, Z. R.. "Synthesis of α,ω-Diketodiesters from Betulin". . p. 706 - 711. Retrieved 2021.
• 3、 Masuda, Mitsutoshi,Shimizu, Toshimi. "Synthesis of novel α,ω-type 1-glucosamide and 1-galactosamide bolaamphiphiles". . p. 405 - 416. Retrieved 1998.
• 4、 J?rg, Manuela,Kaczor, Agnieszka A.,Mak, Frankie S.,Lee, Kiew Ching K.,Poso, Antti,Miller, Neil D.,Scammells, Peter J.,Capuano, Ben. "Investigation of novel ropinirole analogues: Synthesis, pharmacological evaluation and computational analysis of dopamine D2 receptor functionalized congeners and homobivalent ligands". . p. 891 - 898. Retrieved 2014.
• 5、 -. "A SUNSCREEN FORMULATION". Paragraph 00129-00132. . Retrieved 2021/03/19.
• 6、 Raub, Andrew G.,Hwang, Sunhee,Horikoshi, Naoki,Cunningham, Anna D.,Rahighi, Simin,Wakatsuki, Soichi,Mochly-Rosen, Daria. "Small-Molecule Activators of Glucose-6-phosphate Dehydrogenase (G6PD) Bridging the Dimer Interface". supporting information. p. 1321 - 1324. Retrieved 2019/07/04.