Hexanedioic acid,1,6-dipropyl ester

Base Information

• Chemical Name: Hexanedioic acid,1,6-dipropyl ester
• CAS No.: 106-19-4
• Molecular Formula: C12H22 O4
• Molecular Weight: 230.304
• Hs Code.: 2917120090
• European Community (EC) Number: 203-371-9
• NSC Number: 4894
• UNII: WB3LW508W0
• DSSTox Substance ID: DTXSID6044511
• Nikkaji Number: J47.016C
• Wikidata: Q27292539
• Metabolomics Workbench ID: 49451
• ChEMBL ID: CHEMBL3187954
• Mol file: 106-19-4.mol

Synonyms:Adipicacid, dipropyl ester (6CI,7CI,8CI); Hexanedioic acid, dipropyl ester (9CI);Adipic acid di-n-propyl ester; Di-n-propyl adipate; Dipropyl adipate; Dipropylhexanedioate; NSC 4894

Chemical Property of Hexanedioic acid,1,6-dipropyl ester

Chemical Property:

• Appearance/Colour: Liquid.
• Vapor Pressure: 0.00546mmHg at 25°C
• Melting Point: -15.7oC
• Refractive Index: 1.4290-1.4320
• Boiling Point: 144 ºC (10 mmHg)
• Flash Point: 140 ºC
• PSA: 52.60000
• Density: 0.979
• LogP: 2.45320
• 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:

98% ^*data from raw suppliers

DipropylHexanedioate ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)CCCCC(=O)OCCC

Technology Process of Hexanedioic acid,1,6-dipropyl ester

There total 8 articles about Hexanedioic acid,1,6-dipropyl ester 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: 98.0%

propan-1-ol (71-23-8) + Adipic acid (124-04-9) → di-n-propyl adipate (106-19-4)

Guidance literature:

With Fe(SO₄)3 * xH₂O; In toluene; for 2h; Heating;

DOI:10.1080/00397919808005956

Reference yield: 85.0%

Adipic acid (124-04-9) + propyl methanoate (110-74-7) → Hexanedioic acid monopropyl ester (6939-72-6) + di-n-propyl adipate (106-19-4)

Guidance literature:

With Dowex 50W-X₂ (50-100 mesh); In octane; at 70 ℃; for 2.66667h;

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

Reference yield: 78.0%

propan-1-ol (71-23-8) + carbon monoxide (201230-82-2) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → di-n-propyl adipate (106-19-4)

Guidance literature:

With palladium(II) trifluoroacetate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; In toluene; at 120 ℃; for 24h; under 30003 Torr; regioselective reaction; Autoclave; Green chemistry;

DOI:10.1002/anie.202015329

upstream raw materials:

propan-1-ol

Adipic acid

n-propyl acrylate

propyl methanoate

Downstream raw materials:

propene

propane

Refernces

• 1、 Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters". supporting information. p. 9527 - 9533. Retrieved 2021/03/08.
• 2、 Yang, Ji,Liu, Jiawang,Neumann, Helfried,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Direct synthesis of adipic acid esters via palladium-catalyzed carbonylation of 1,3-dienes". . p. 1514 - 1517. Retrieved 2020/01/08.