Dimethyl docosa-10,12-diynedioate

Base Information

• Chemical Name: Dimethyl docosa-10,12-diynedioate
• CAS No.: 24567-41-7
• Molecular Formula: C24H38O4
• Molecular Weight: 390.56
• DSSTox Substance ID: DTXSID20556539
• Wikidata: Q82438115
• Mol file: 24567-41-7.mol

Synonyms:24567-41-7;Dimethyl docosa-10,12-diynedioate;10,12-DOCOSADIYNDIOIC ACID DIMETHYL ESTER;10,12-Docosadiynedioic acid, 1,22-dimethyl ester;10,12-DOCOSADIYNDIOICACIDDIMETHYLESTER;DTXSID20556539;MFCD00078361

Chemical Property of Dimethyl docosa-10,12-diynedioate

Chemical Property:

• Melting Point: 41-42°C
• PSA: 52.60000
• LogP: 5.58080
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 390.27700969
• Heavy Atom Count: 28
• Complexity: 488

Purity/Quality:

99% ^*data from raw suppliers

10,12-DOCOSADIYNDIOIC ACID DIMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCC#CC#CCCCCCCCCC(=O)OC

Technology Process of Dimethyl docosa-10,12-diynedioate

There total 5 articles about Dimethyl docosa-10,12-diynedioate 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%

methanol (67-56-1) + 10,12-docosadiynedioic acid (28393-02-4) → 10,12-docosadiyndioic acid dimethyl ester (24567-41-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1016/j.dyepig.2020.108839

Reference yield:

undec-10-ynoic acid (2777-65-3) → 10,12-docosadiyndioic acid dimethyl ester (24567-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) chloride; ammonium chloride; oxygen / tetrahydrofuran

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / tetrahydrofuran / 18 h / 20 °C

With dmap; oxygen; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(l) chloride; In tetrahydrofuran;

DOI:10.1016/j.dyepig.2020.108839

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) → 10,12-docosadiyndioic acid dimethyl ester (24567-41-7)

Guidance literature:

With diethyl ether;

DOI:10.1002/ardp.19592921005

upstream raw materials:

methyl 10-undecynoate

diazomethane

methanol

10,12-docosadiynedioic acid

Refernces

• 1、 Mergu, Naveen,Son, Young-A.. "Design and synthesis of polydiacetylenes, and their low temperature irreversible thermochromic properties". . . Retrieved 2021.