10,12-Pentacosadiyn-1-ol

Base Information

• Chemical Name: 10,12-Pentacosadiyn-1-ol
• CAS No.: 92266-90-5
• Molecular Formula: C25H44 O
• Molecular Weight: 360.62
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID10408533
• Nikkaji Number: J208.919J
• Wikidata: Q82214038
• Mol file: 92266-90-5.mol

Synonyms:10,12-Pentacosadiyn-1-ol;92266-90-5;Pentacosa-10,12-diyn-1-ol;10,12-pentacosadiynol;SCHEMBL131748;DTXSID10408533;MFCD00059096;AKOS001015965;10,12-Pentacosadiyn-1-ol, >/=98%;CS-0187984;P1053;T73074;Z56761447

Chemical Property of 10,12-Pentacosadiyn-1-ol

Chemical Property:

• Vapor Pressure: 1.24E-11mmHg at 25°C
• Melting Point: 60 °C
• Refractive Index: 1.481
• Boiling Point: 489.5oC at 760 mmHg
• PKA: 15.19±0.10(Predicted)
• Flash Point: 204oC
• PSA: 20.23000
• Density: 0.889g/cm3
• LogP: 7.41730
• XLogP3: 10.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 19
• Exact Mass: 360.339216023
• Heavy Atom Count: 26
• Complexity: 397

Purity/Quality:

98% ^*data from raw suppliers

10,12-Pentacosadiyn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC#CC#CCCCCCCCCCO

Technology Process of 10,12-Pentacosadiyn-1-ol

There total 3 articles about 10,12-Pentacosadiyn-1-ol 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: 96.0%

10,12-pentacosanodiynoic acid (66990-32-7) → 10,12-pentacosadiyne-1-ol (92266-90-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c7gc01017f

Reference yield:

1-tetradecyne (765-10-6) → 10,12-pentacosadiyne-1-ol (92266-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium, iodine / hexane / 4 h

2: 10percent aq. potassium hydroxide, hydroxylamine hydrochloride, copper(I) chloride, 70percent aq. ethylamine / methanol; tetrahydrofuran / Ambient temperature

With potassium hydroxide; n-butyllithium; hydroxylamine hydrochloride; iodine; ethylamine; copper(l) chloride; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/S0040-4039(96)02262-9

Reference yield:

undec-10-yn-1-ol (2774-84-7) + 1-iodo-1-tetradecyne (13879-85-1) → 10,12-pentacosadiyne-1-ol (92266-90-5)

Guidance literature:

With potassium hydroxide; hydroxylamine hydrochloride; ethylamine; copper(l) chloride; In tetrahydrofuran; methanol; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(96)02262-9

upstream raw materials:

undec-10-yn-1-ol

1-iodo-1-tetradecyne

1-tetradecyne

10,12-pentacosanodiynoic acid

Downstream raw materials:

1-bromopentacosa-10,12-diyne

pentacosa-10,12-diynyl 4-methylbenzenesulfonate

Refernces

• 1、 Clarisse, Damien,Prakash, Praveen,Geertsen, Valérie,Miserque, Frédéric,Gravel, Edmond,Doris, Eric. "Aqueous 1,3-dipolar cycloadditions promoted by copper nanoparticles in polydiacetylene micelles". supporting information. p. 3112 - 3115. Retrieved 2017/07/24.
• 2、 Mowery, Mark D.,Evans, Christine E.. "The synthesis of conjugated diacetylene monomers for the fabrication of polymerized monolayer assemblies". . p. 11 - 14. Retrieved 2007/10/03.