13-Tetradecyn-1-OL

Base Information

• Chemical Name: 13-Tetradecyn-1-OL
• CAS No.: 18202-12-5
• Molecular Formula: C14H26 O
• Molecular Weight: 210.36
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID00454286
• Nikkaji Number: J645.344I
• Wikidata: Q82275719
• Mol file: 18202-12-5.mol

Synonyms:Tetradec-13-yn-1-ol;13-TETRADECYN-1-OL;18202-12-5;13-tetradecynol;SCHEMBL135863;DTXSID00454286;AT34838;CS-0129076

Chemical Property of 13-Tetradecyn-1-OL

Chemical Property:

• Melting Point: 32.5°C (estimate)
• Refractive Index: 1.4615 (estimate)
• Boiling Point: 319.9°C (rough estimate)
• PKA: 15.20±0.10(Predicted)
• PSA: 20.23000
• Density: 0.8070 (estimate)
• LogP: 3.90300
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 210.198365449
• Heavy Atom Count: 15
• Complexity: 154

Purity/Quality:

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

13-TETRADECYN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCCCCCCCCCCCO

Technology Process of 13-Tetradecyn-1-OL

There total 15 articles about 13-Tetradecyn-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: 86.0%

2-(tetradec-13-yn-1-yloxy)tetrahydro-2H-pyran (113309-05-0) → 14-hydroxy-1-tetradecyne (18202-12-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; at 20 ℃; for 4h;

DOI:10.1016/j.jorganchem.2010.12.031

Reference yield: 81.0%

tetradec-2-yn-1-ol (51309-22-9) → 14-hydroxy-1-tetradecyne (18202-12-5)

Guidance literature:

With sodium hydride; Trimethylenediamine; at 55 ℃; for 20h;

DOI:10.1021/jo01292a042

Reference yield: 75.0%

1-hydroxy-tetradec-3-yne (55182-74-6) → 14-hydroxy-1-tetradecyne (18202-12-5)

Guidance literature:

With potassium tert-butylate; lithium; Trimethylenediamine; for 0.75h; Ambient temperature;

DOI:10.1021/jo00032a033

upstream raw materials:

tetradec-2-yn-1-ol

1-hydroxy-tetradec-3-yne

12-bromododecanol

lithium acetylide-ethylenediamine complex

Downstream raw materials:

13-Tetradecyn-1-oic acid

Δ¹³-tetradecenol

1,2-(13,15-octacosadiyne-1,28-dioyl)-3-(4-methoxybenzyl)-sn-glycerol

1,2-di-13-tetradecyn-1-oyl-3-(4-methoxybenzyl)-sn-glycerol

Refernces

• 1、 Ladika, Mladen,Fisk, Thomas E.,Wu, Weishi W.,Jons, Steven D.. "High-stability liposomes from macrocyclic diyne phospholipids". . p. 12093 - 12094. Retrieved 1994.
• 2、 Watanabe, Masahito,Tanaka, Kyosuke,Saikawa, Yoko,Nakata, Masaya. "Application of intramolecular D?tz reaction to the synthesis of ansa-compounds: concise synthesis of arnebinol". . p. 203 - 206. Retrieved 2007.
• 3、 Bartsch, Perry W.,Basson, Adriaan E.,Burton, Samantha L.,Bushnev, Anatoliy,D'Erasmo, Michael,Dasari, Madhuri,Derdeyn, Cynthia A.,Giesler, Kyle E.,Hwang, Soyon S.,Iskandar, Sabrina,Liotta, Dennis C.,Miller, Eric J.,Pribut, Nicole,Raghuram, Akshay,Sharma, Savita K.. "ω-Functionalized Lipid Prodrugs of HIV NtRTI Tenofovir with Enhanced Pharmacokinetic Properties". . p. 12917 - 12937. Retrieved 2021/09/13.
• 4、 Brunner, Andreas,Hintermann, Lukas. "A Sequential Homologation of Alkynes and Aldehydes for Chain Elongation with Optional 13C-Labeling". . p. 2787 - 2792. Retrieved 2016/02/27.