Dibutyl suberate

Base Information

• Chemical Name: Dibutyl suberate
• CAS No.: 16090-77-0
• Molecular Formula: C16H30O4
• Molecular Weight: 286.412
• Hs Code.: 2917190090
• European Community (EC) Number: 240-251-5
• DSSTox Substance ID: DTXSID30167039
• Nikkaji Number: J46.716B
• Wikidata: Q63409383
• Mol file: 16090-77-0.mol

Synonyms:Dibutyl suberate;16090-77-0;dibutyl octanedioate;Suberic acid, dibutyl ester;Octanedioic acid, dibutyl ester;EINECS 240-251-5;OCTANEDIOIC ACID DIBUTYL ESTER;Octanedioic acid, 1,8-dibutyl ester;Suberic acid dibutyl ester;SCHEMBL116413;Suberic acid di-n-butyl ester;DTXSID30167039;AKOS015915582;Q63409383

Chemical Property of Dibutyl suberate

Chemical Property:

• Appearance/Colour: White crystals
• Vapor Pressure: 6.62E-05mmHg at 25°C
• Melting Point: >230 °F
• Refractive Index: n20/D 1.439(lit.)
• Boiling Point: 344.4 °C at 760 mmHg
• Flash Point: 146.4 °C
• PSA: 52.60000
• Density: 0.948 g/mL at 25 °C(lit.)
• LogP: 4.01360
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 286.21440943
• Heavy Atom Count: 20
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)CCCCCCC(=O)OCCCC

Technology Process of Dibutyl suberate

There total 8 articles about Dibutyl 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: 92.0%

octane-1,8-dioic acid (505-48-6) + n-butyl formate (592-84-7) → Octanedioic acid dibutyl ester (16090-77-0) + Octanedioic acid monobutyl ester

Guidance literature:

With Dowex 50W-X₂ (50-100 mesh); In octane; at 100 ℃; for 1.66667h;

DOI:10.1016/S0040-4039(96)01454-2

Reference yield: 88.0%

octane-1,8-dioic acid (505-48-6) + acetic acid butyl ester (123-86-4) → Octanedioic acid dibutyl ester (16090-77-0) + Octanedioic acid monobutyl ester

Guidance literature:

With Dowex 50Wx₂; In octane; at 100 ℃; for 4h;

DOI:10.1039/a902325i

Reference yield: 76.0%

1 ,6-dibromohexane (629-03-8) + boric acid tributyl ester (688-74-4) + carbon monoxide (201230-82-2) → Octanedioic acid dibutyl ester (16090-77-0)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,5-hexadienerhodium(I)-chloride dimer; at 150 ℃; overnight;

DOI:10.1016/S0040-4039(01)91248-1

upstream raw materials:

1 ,6-dibromohexane

boric acid tributyl ester

carbon monoxide

octane-1,8-dioic acid

Refernces

• 1、 Britton, Joshua,Dalziel, Stuart B.,Raston, Colin L.. "The synthesis of di-carboxylate esters using continuous flow vortex fluidics". . p. 2193 - 2200. Retrieved 2016/04/19.
• 2、 Nishiguchi, Takeshi,Ishii, Yasuhiro,Fujisaki, Shizuo. "Selective monoesterification of dicarboxylic acids catalysed by ion-exchange resins". . p. 3023 - 3027. Retrieved 2007/10/03.