Dibutyl succinate

Base Information

• Chemical Name: Dibutyl succinate
• CAS No.: 141-03-7
• Molecular Formula: C12H22O4
• Molecular Weight: 230.304
• Hs Code.: Oralrat LD50: 8530 mg/kg
• European Community (EC) Number: 205-449-8
• NSC Number: 1502
• UNII: Q050512U41
• DSSTox Substance ID: DTXSID7021998
• Nikkaji Number: J5.801G
• Wikidata: Q27155847
• Metabolomics Workbench ID: 154150
• ChEMBL ID: CHEMBL1788388
• Mol file: 141-03-7.mol

Synonyms:2,4-dinitrofluorobenzene sulfonic acid;DNBS

Chemical Property of Dibutyl succinate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00546mmHg at 25°C
• Melting Point: -29 °C
• Refractive Index: 1.429 - 1.431
• Boiling Point: 274.278 °C at 760 mmHg
• Flash Point: 123.319 °C
• PSA: 52.60000
• Density: 0.986 g/cm³
• LogP: 2.45320
• Water Solubility.: 229.9mg/L(temperature not stated)
• XLogP3: 2.9
• 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:

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

Dibutyl Succinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Insect Repellents
• Canonical SMILES: CCCCOC(=O)CCC(=O)OCCCC
• Uses: Dibutyl succinate is a diester compound for proteomics research. Dibutyl succinate especially against biting flies of cattle, household ants and roaches.

Technology Process of Dibutyl succinate

There total 31 articles about Dibutyl succinate 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%

succinic acid (110-15-6) + butan-1-ol (71-36-3) → dibutyl succinate (141-03-7)

Guidance literature:

With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate; for 2h; Dean-Stark; Reflux;

DOI:10.1016/j.molliq.2016.11.121

Reference yield: 99.0%

dibutyl fumarate (105-75-9,29014-71-9) → dibutyl succinate (141-03-7)

Guidance literature:

With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; phenylsilane; water; In toluene; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201912991

Reference yield: 94.0%

2-butenedioic acid dibutyl ester (82807-35-0,29014-71-9) → dibutyl succinate (141-03-7)

Guidance literature:

With water; 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline; In 1,2-dimethoxyethane; at 150 ℃; under 760.051 Torr; Temperature; Solvent; Inert atmosphere; Sealed tube; Microwave irradiation;

upstream raw materials:

dibutyl hydrogen phosphite

succinic acid

succinic anhydride monobutyl ester

butan-1-ol

Downstream raw materials:

tetrahydrofuran

dibutyl ether

butan-1-ol

3,6-bis(furan-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrolo-1,4-dione

Refernces

• 1、 Chen, Zhe,Han, Sheng,Lu, Deli,Xu, Yumeng. "Biomass-derived dibasic acids to diesters with inorganic ligand-supported catalyst: synthesis, optimization, characterization". . . Retrieved 2021/08/23.
• 2、 Longwitz, Lars,Werner, Thomas. "Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis". supporting information. p. 2760 - 2763. Retrieved 2020/02/05.