Octa-3,5-diyne-1,8-diol

Base Information

• Chemical Name: Octa-3,5-diyne-1,8-diol
• CAS No.: 15808-23-8
• Molecular Formula: C8H10 O2
• Molecular Weight: 138.166
• Hs Code.: 2905399090
• European Community (EC) Number: 675-790-9
• DSSTox Substance ID: DTXSID00593487
• Nikkaji Number: J803.461C
• Wikidata: Q82487983
• Mol file: 15808-23-8.mol

Synonyms:Octa-3,5-diyne-1,8-diol;15808-23-8;3,5-Octadiyne-1,8-diol;3,5-OCTADIYN-1,8-DIOL;3,5-octadiyne-1 ,8-diol;SCHEMBL302175;DTXSID00593487;FGTGRNYBZPTINT-UHFFFAOYSA-N;Glycine,N-(1-oxobutyl)-,ethylester;MFCD00190210;AKOS006274691;AB11906;AS-44534

Chemical Property of Octa-3,5-diyne-1,8-diol

Chemical Property:

• PSA: 40.46000
• LogP: -0.24200
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

3,5-OCTADIYN-1,8-DIOL,96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)C#CC#CCCO

Technology Process of Octa-3,5-diyne-1,8-diol

There total 10 articles about Octa-3,5-diyne-1,8-diol 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: 85.0%

3-Butyn-1-ol (927-74-2) → 3,5-octadiyn-1,8-diol (15808-23-8)

Guidance literature:

With copper(l) iodide; oxygen; In acetonitrile; at 20 ℃; for 8h; under 760.051 Torr; Irradiation; Green chemistry;

DOI:10.1039/c6cy01400c

Reference yield: 82.0%

3-Butyn-1-ol (927-74-2) + 2-((E)-4-stilbenyl)-1,1-dibromoethene (386213-46-3) → 3,5-octadiyn-1,8-diol (15808-23-8) + (Z)-5-bromo-6-((E)-4-stilbenyl)hex-5-en-3-yn-1-ol (386213-48-5) + 5-((E)-4-styrenylbenzylidene)nona-3,6-diyne-1,9-diol

Guidance literature:

With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In benzene; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00829-8

Reference yield: 62.0%

3-Butyn-1-ol (927-74-2) + 2-((E)-4-stilbenyl)-1,1-dibromoethene (386213-46-3) → 3,5-octadiyn-1,8-diol (15808-23-8) + 6-((E)-4-stilbenyl)hexa-3,5-diyn-1-ol + 5-((E)-4-styrenylbenzylidene)nona-3,6-diyne-1,9-diol

Guidance literature:

With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In dimethyl sulfoxide; at 20 ℃; for 20h;

DOI:10.1016/S0040-4020(01)00829-8

upstream raw materials:

3-Butyn-1-ol

1,8-bis-(1-butoxy-ethoxy)-octa-3,5-diyne

ethanol

2,3-dibromothiophen

Downstream raw materials:

1,8-Octanediol

Refernces

• 1、 Toledo, Alberto,Funes-Ardoiz, Ignacio,Maseras, Feliu,Albéniz, Ana C.. "Palladium-Catalyzed Aerobic Homocoupling of Alkynes: Full Mechanistic Characterization of a More Complex Oxidase-Type Behavior". . p. 7495 - 7506. Retrieved 2018/07/21.
• 2、 Kathiravan, Subban,Nicholls, Ian A.. "Cobalt Catalyzed, Regioselective C(sp2)-H Activation of Amides with 1,3-Diynes". supporting information. p. 4758 - 4761. Retrieved 2017/09/23.