4,6-Decadiyne

Base Information

• Chemical Name: 4,6-Decadiyne
• CAS No.: 16387-71-6
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• Hs Code.: 2901299090
• European Community (EC) Number: 679-782-6
• DSSTox Substance ID: DTXSID50167672
• Nikkaji Number: J149.481C
• Wikidata: Q83037084
• Mol file: 16387-71-6.mol

Synonyms:4,6-Decadiyne;16387-71-6;deca-4,6-diyne;DTXSID50167672;LIWZSNTUMSGWTF-UHFFFAOYSA-N;MFCD00041645;AKOS015842877;AS-76719;CS-0328589;D1726;FT-0692378;T70378

Chemical Property of 4,6-Decadiyne

Chemical Property:

• Vapor Pressure: 0.263mmHg at 25°C
• Melting Point: -6.35°C (estimate)
• Refractive Index: 1.466
• Boiling Point: 211.6 °C at 760 mmHg
• Flash Point: 71.2 °C
• PSA: 0.00000
• Density: 0.837 g/cm³
• LogP: 2.59340
• Storage Temp.: 0-10°C
• Water Solubility.: Immiscible with water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 161

Purity/Quality:

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

4,6-Decadiyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC#CC#CCCC
• Uses: 6-Decen-6-yne is prepared from 4,6-Decadiyne. PDA(poly 4,6-Decadiyne) is used in preparation of thin films. 4,6-decadiyne is used as a substrate.

Technology Process of 4,6-Decadiyne

There total 19 articles about 4,6-Decadiyne 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: 99.0%

1-Pentyne (627-19-0) → deca-4,6-diyne (16387-71-6)

Guidance literature:

With oxygen; palladium on activated charcoal; copper(l) iodide; In dimethyl sulfoxide; at 20 ℃; for 24h;

DOI:10.1055/s-2007-986663

Reference yield: 94.0%

C10H14Mg → deca-4,6-diyne (16387-71-6)

Guidance literature:

With iodine; palladium(II) acetylacetonate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1007/BF00952934

Reference yield: 87.0%

1-Butyltellanyl-pent-1-yne → deca-4,6-diyne (16387-71-6)

Guidance literature:

With silver(I) acetate; triethylamine; palladium dichloride; In methanol; for 0.333333h; Ultrasonic-irradiation;

DOI:10.1016/j.tetlet.2009.03.078

upstream raw materials:

1-pentynyl copper

(2-bromoethynyl)trimethylsilane

1-Pentyne

pentynyl bromide

Downstream raw materials:

(2-(1-butylidenehex-2-ynyl)-4-methoxyphenyl)pyrrolidin-1-ylmethanone

(C₆F₅)3BC(C₃H₇)CCC(C₃H₇)P(C(CH₃)3)3

C₁₆H₂₀

(C₆H₂(CH₃)3)2PCH₂CH₂B(C₆F₅)2(C₃H₇C₄C₃H₇)

Refernces

• 1、 Fairlamb, Ian J. S.,Baeuerlein, Patrick S.,Marrison, Lester R.,Dickinson, Julia M.. "Pd-catalysed cross coupling of terminal alkynes to diynes in the absence of a stoichiometic additive". . p. 632 - 633. Retrieved 2003.
• 2、 Grignard,Tcheoufaki. "-". . p. 359. Retrieved 1929.
• 3、 Magdesieva,Dolganov,Yakimansky,Goikhman, M. Ya.,Podeshvo. "CuI complexes with 2,2′-biquinolyl-containing polymeric ligands as electrocatalysts for the oxidative coupling of alkynes in the presence of dioxygen". . p. 2090 - 2092. Retrieved 2008.
• 4、 Tang, Shanyu,Li, Longjia,Ren, Xuanhe,Li, Jiao,Yang, Guanyu,Li, Heng,Yuan, Bingxin. "Metallomicelle catalyzed aerobic tandem desilylation/Glaser reaction in water". supporting information. p. 2899 - 2904. Retrieved 2019/06/17.
• 5、 Yu, Yongqi,Chen, Xiang,Wu, Qianlong,Liu, Da,Hu, Liang,Yu, Lin,Tan, Ze,Gui, Qingwen,Zhu, Gangguo. "Synthesis of Aryl Alkynes via Copper Catalyzed Decarboxylative Alkynylation of 2-Nitrobenzoic Acids". supporting information. p. 8556 - 8566. Retrieved 2018/06/29.