1-Phenyl-1-hexyne

Base Information

• Chemical Name: 1-Phenyl-1-hexyne
• CAS No.: 1129-65-3
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• Hs Code.: 2902909090
• European Community (EC) Number: 627-845-3
• DSSTox Substance ID: DTXSID50150206
• Nikkaji Number: J129.273K
• Wikidata: Q83016183
• Mol file: 1129-65-3.mol

Synonyms:1-Phenyl-1-hexyne;1129-65-3;hex-1-ynylbenzene;1-Hexynylbenzene;Benzene, 1-hexynyl-;1-Hexyne, 1-phenyl-;1-Butyl-2-phenylacetylene;hex-1-yn-1-ylbenzene;Butylphenylacetylene;butyl phenylacetylene;hex-1-ynyl-benzene;1-Hexynylbenzene #;5-hexyn-1-yl-benzene;(hex-1-yn-1-yl)benzene;1-Phenyl-1-hexyne, 99%;DTXSID50150206;BAA12965;MFCD00039969;AKOS015840579;BS-14461;CS-0152398;FT-0608224;P0360;D71011;J-002886

Chemical Property of 1-Phenyl-1-hexyne

Chemical Property:

• Vapor Pressure: 0.0994mmHg at 25°C
• Refractive Index: n20/D 1.5349(lit.)
• Boiling Point: 230.5°Cat760mmHg
• Flash Point: 97.8°C
• PSA: 0.00000
• Density: 0.92g/cm³
• LogP: 3.22830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

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

1-Phenyl-1-hexyne ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CCCCC#CC1=CC=CC=C1

Technology Process of 1-Phenyl-1-hexyne

There total 124 articles about 1-Phenyl-1-hexyne 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: 100.0%

iodobenzene (591-50-4) + hex-1-yne (693-02-7) → (hex-1-yn-1-yl)benzene (1129-65-3)

Guidance literature:

iodobenzene; hex-1-yne; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; at 20 ℃; for 0.0833333h; Inert atmosphere;

With copper(l) iodide; at 20 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.10.028

Reference yield: 99.0%

bromobenzene (108-86-1,52753-63-6) + hex-1-yne (693-02-7) → (hex-1-yn-1-yl)benzene (1129-65-3)

Guidance literature:

With triethylamine; In ethanol; at 75 ℃; for 5h;

DOI:10.1039/d0ra01189d

Reference yield: 96.0%

hex-1-yne (693-02-7) + phenylboronic acid (98-80-6) → (hex-1-yn-1-yl)benzene (1129-65-3)

Guidance literature:

With caesium carbonate; triphenylphosphine; silver(l) oxide; In dichloromethane; at 35 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2010.12.038

upstream raw materials:

n-butyl magnesium bromide

n-butyl benzenesulfonate

(phenylethynyl)sodium

butyl para-toluenesulfonate

Downstream raw materials:

methyl 2-phenylhexanoate

Trimethyl-(1-phenyl-hexa-1,2-dienyl)-silane

1-Phenyl-1-(phenylseleno)-2-(p-tolylsulfonyl)-1-hexene

(Z)-hex-1-en-1-ylbenzene

Refernces

• 1、 Kmentova, Iveta,Gotov, Battsengel,Gajda, Vladimir,Toma, Stefan. "The Sonogashira Reaction in Ionic Liquids". . p. 545 - 549. Retrieved 2003.
• 2、 Mubarak, Mohammad S.,Nguyen, Dung D.,Peters, Dennis G.. "Electrochemical Reduction and Intramolecular Cyclization of 6-Iodo-1-phenyl-1-hexyne at Vitreous Carbon Cathodes in Dimethylformamide". . p. 2648 - 2652. Retrieved 1990.
• 3、 Chang Ho Oh,Seung Hyun Jung. "Efficient coupling reactions of lithium alkynyl(triisopropoxy)borates with aryl halides: Application to the antifungal terbinafine synthesis". . p. 8513 - 8516. Retrieved 2000.
• 4、 Lermontov, Sergei A.,Rakov, Igor M.,Zefirov, Nikolai S.,Stang, Peter J.. "A novel method of C-C bond formation via phenylation of terminal acetylenes by triphenylbismuth difluoride". . p. 4051 - 4054. Retrieved 1996.
• 5、 Jin, Liqun,Zhao, Yingsheng,Wang, Haibo,Lei, Aiwen. "Palladium-catalyzed R(sp3)-Zn/R(sp)-SnBu3 oxidative cross-coupling". . p. 649 - 654. Retrieved 2008.
• 6、 Chang, Sukbok,Yang, Soon Ha,Lee, Phil Ho. "Pd-catalyzed cross-coupling of alkynylsilanols with iodobenzenes". . p. 4833 - 4835. Retrieved 2001.
• 7、 Das, Sameeran Kumar,Sarmah, Manashi,Bora, Utpal. "An ambient temperature Sonogashira cross-coupling protocol using 4-aminobenzoic acid as promoter under copper and amine free conditions". . p. 2094 - 2097. Retrieved 2017.
• 8、 Yu, Chan-Mo,Kweon, Jae-Hong,Ho, Pil-Su,Kang, Sin-Cheol,Lee, Gong Yeal. "Copper-catalyzed cross- and carbonylative coupling reactions of alkynyliodonium salts with organoboronic acids and organostannanes". . p. 2631 - 2634. Retrieved 2005.
• 9、 Wang, Xiu,Wang, Zhenhua,Wu, Ya,Luo, Yanlong,Zhang, Guofang,Jian, Yajun,Sun, Huaming,Zhang, Weiqiang,Gao, Ziwei. "Highly modulated bisindoles: ligands for copper-catalyzed Sonogashira reaction". . p. 831 - 834. Retrieved 2016.
• 10、 Song, Jin-Yi,Zhou, Xuan,Song, He,Liu, Yang,Zhao, Hong-Yan,Sun, Zhi-Zhong,Chu, Wen-Yi. "Visible-Light-Assisted Cobalt-2-(hydroxyimino)-1-phenylpropan-1-one Complex Catalyzed Pd/Cu-Free Sonogashira–Hagihara Cross-Coupling Reaction". . p. 758 - 762. Retrieved 2018.