Diethyl suberate

Base Information

• Chemical Name: Diethyl suberate
• CAS No.: 2050-23-9
• Molecular Formula: C12H22 O4
• Molecular Weight: 230.304
• Hs Code.: 29171900
• European Community (EC) Number: 218-084-4
• NSC Number: 62701
• UNII: XJ55KFM3S6
• DSSTox Substance ID: DTXSID90174486
• Nikkaji Number: J127.757J
• Wikidata: Q83044560
• Mol file: 2050-23-9.mol

Synonyms:diethyl suberate

Chemical Property of Diethyl suberate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.00332mmHg at 25°C
• Melting Point: 5 °C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 282 °C(lit.)
• Flash Point: >230 °F
• PSA: 52.60000
• Density: 0.982 g/mL at 25 °C(lit.)
• LogP: 2.45320
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Suberate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCCCCCC(=O)OCC
• Uses: Diethyl suberate is one of the volatile components in alcoholic beverages (such as mango wines and Chinese rice wines). Diethyl suberate is also one of the components included in the topical vehicle used to administer Emedastine (E521520) transdermally.

Technology Process of Diethyl suberate

There total 68 articles about Diethyl suberate 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: 95.0%

Ethyl 4-bromobutyrate (2969-81-5) → diethyl suberate (2050-23-9)

Guidance literature:

With manganese; (1,2-dimethoxyethane)dichloronickel(II); 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; In N,N-dimethyl-formamide; at 40 ℃; for 15.5h;

DOI:10.1039/c0cc01716g

Reference yield: 90.0%

ethanol (64-17-5) + cyclooctane-1,2-dione (3008-37-5) → diethyl suberate (2050-23-9)

Guidance literature:

With oxygen; oxovanadium(V) ethoxydichloride;

DOI:10.1039/a706859j

Reference yield: 88.0%

diethyl 2-(pyrimidin-2-ylsulfonyl)octanedioate (288400-60-2) → diethyl suberate (2050-23-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tributyltin chloride; In toluene; for 3h; Heating;

DOI:10.1021/jo000342n

upstream raw materials:

octane-1,8-dioic acid

ethanol

1,8-bis-diazooctane-2,7-dione

5-ethoxy-5-oxopentanoic acid

Downstream raw materials:

Ethyl hydrogen suberate

1-methylcycloheptene

cycloheptanone

corkic acid dihydrazide

Refernces

• 1、 Zhang, Linfeng,Zheng, Jing,Zou, Wenya,Shu, Yongqi,Yang, Weiran. "Microwave-Assisted Nickel-Catalyzed Rapid Reductive Coupling of Ethyl 3-iodopropionate to Adipic Acid". . p. 2339 - 2345. Retrieved 2021/01/04.
• 2、 Lévêque, Christophe,Corcé, Vincent,Chenneberg, Ludwig,Ollivier, Cyril,Fensterbank, Louis. "Photoredox/Nickel Dual Catalysis for the C(sp3)–C(sp3) Cross-Coupling of Alkylsilicates with Alkyl Halides". supporting information. p. 2118 - 2121. Retrieved 2017/04/24.