3,5-Octadiyne

Base Information

• Chemical Name: 3,5-Octadiyne
• CAS No.: 16387-70-5
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Hs Code.: 2901299090
• European Community (EC) Number: 678-316-9
• NSC Number: 147147
• DSSTox Substance ID: DTXSID90167671
• Nikkaji Number: J150.895D
• Wikidata: Q83037082
• Mol file: 16387-70-5.mol

Synonyms:3,5-Octadiyne;octa-3,5-diyne;16387-70-5;Diethyldiacetylene;NSC147147;DTXSID90167671;MFCD00041633;NSC 147147;NSC-147147;FT-0692022;O0154;T71888

Chemical Property of 3,5-Octadiyne

Chemical Property:

• Vapor Pressure: 2.69mmHg at 25°C
• Melting Point: 27°C (estimate)
• Refractive Index: 1.4968
• Boiling Point: 163.5°Cat760mmHg
• Flash Point: 43.2°C
• PSA: 0.00000
• Density: 0.834g/cm³
• LogP: 1.81320
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 106.078250319
• Heavy Atom Count: 8
• Complexity: 139

Purity/Quality:

97% ^*data from raw suppliers

3,5-Octadiyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC#CC#CCC

Technology Process of 3,5-Octadiyne

There total 9 articles about 3,5-Octadiyne 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: 94.0%

but-1-yne (107-00-6) + 12-bromo-1-(2-tetrahydropyranyloxy)-(Z)-11-dodecene (127022-43-9) → octa-3,5-diyne (16387-70-5) + 2-[((Z)-Hexadec-11-en-13-ynyl)oxy]-tetrahydro-pyran (127022-44-0)

Guidance literature:

With propylamine; copper(l) iodide; diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride; In toluene; 1.) room temperature, 12 h, 2.) 50 deg C, 4 h;

Reference yield: 90.0%

but-1-yne (107-00-6) → octa-3,5-diyne (16387-70-5)

Guidance literature:

With pyridine; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(I) bromide; In N,N-dimethyl-formamide; at 30 - 45 ℃;

DOI:10.1080/00397919108020801

Reference yield: 43.0%

but-1-yne (107-00-6) + carbon monoxide (201230-82-2) + benzyl chloride (100-44-7) → octa-3,5-diyne (16387-70-5) + 1-phenylhex-3-yn-2-one (33320-85-3)

Guidance literature:

With palladium diacetate; triphenylphosphine; sodium hydroxide; In acetonitrile; at 110 ℃; for 10h; under 20686.5 Torr; Autoclave;

DOI:10.1016/j.tet.2011.07.032

upstream raw materials:

ethyl bromide

but-1-yne

12-bromo-1-(2-tetrahydropyranyloxy)-(Z)-11-dodecene

diethyl sulfate

Downstream raw materials:

octane-3,5-dione

cis,cis-3,5-octadiene

(Z)-Oct-3-en-5-yne

9-(1-butynyl)-10-ethylphenanthrene