1-Phenyl-1-heptyne

Base Information

• Chemical Name: 1-Phenyl-1-heptyne
• CAS No.: 14374-45-9
• Molecular Formula: C13H16
• Molecular Weight: 172.27
• Hs Code.: 2902909090
• European Community (EC) Number: 238-346-1
• DSSTox Substance ID: DTXSID00162531
• Nikkaji Number: J208.848G
• Wikidata: Q83031223
• Mol file: 14374-45-9.mol

Synonyms:1-Phenyl-1-heptyne;14374-45-9;1-Heptynylbenzene;hept-1-ynylbenzene;Benzene, 1-heptyn-1-yl-;Benzene, 1-heptynyl-;(hept-1-yn-1-yl)benzene;EINECS 238-346-1;1-Heptynylbenzene #;7-phenylhept-6-yne;DTXSID00162531;MFCD00041653;FT-0691148

Chemical Property of 1-Phenyl-1-heptyne

Chemical Property:

• Vapor Pressure: 0.0206mmHg at 25°C
• Refractive Index: 1.4850 (estimate)
• Boiling Point: 259.7°Cat760mmHg
• Flash Point: 106.9°C
• PSA: 0.00000
• Density: 0.91g/cm³
• LogP: 3.61840
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 172.125200510
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC#CC1=CC=CC=C1

Technology Process of 1-Phenyl-1-heptyne

There total 57 articles about 1-Phenyl-1-heptyne 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) + dimethyl(hept-1-yn-1-yl)aluminum → 1-heptynylbenzene (14374-45-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; In 1,2-dimethoxyethane; n-heptane; at 20 ℃; for 4.5h;

DOI:10.1021/ol048741i

Reference yield: 96.0%

iodobenzene (591-50-4) + oct-2-ynoic acid (5663-96-7) → 1-heptynylbenzene (14374-45-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; dimethyl sulfoxide; at 110 ℃; for 2h;

DOI:10.1021/jo802290r

Reference yield: 96.0%

bromobenzene (108-86-1,52753-63-6) + 1-Heptyne (628-71-7) → 1-heptynylbenzene (14374-45-9)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 80 ℃;

DOI:10.1016/0040-4039(93)85056-3

upstream raw materials:

iodobenzene

cuprous heptyne

1-Bromopentane

[(E)-2-bromoethenyl]benzene

Downstream raw materials:

(Z)-1-phenyl-2--1-heptene

(E)-1-phenyl-2--1-heptene

Heptanophenone

1-(formyloxy)-1-phenyl-1-heptene

Refernces

• 1、 Takeda, Takeshi,Ando, Maiko,Sugita, Takenori,Tsubouchi, Akira. "Titanocene(ll)-promoted, one-pot, three-component coupling of thioacetals, alkynyl sulfones, and carbonyl compounds: Highly stereoselective formation of ferf-homopropargyl alcohols". . p. 2875 - 2878. Retrieved 2007.
• 2、 Mubarak, Mohammad S.,Jennermann, Theodore B.,Ischay, Michael A.,Peters, Dennis G.. "Catalytic reduction of phenyl-conjugated acetylenic halides by nickel(I) salen: Cyclization versus coupling". . p. 5346 - 5352. Retrieved 2007.
• 3、 Lu, Xiao-Yu,Liu, Chuang-Chuang,Jiang, Run-Chuang,Yan, Lu-Yu,Liu, Qi-Le,Wang, Qing-Qing,Li, Jia-Mei. "Synthesis of trisubstituted alkenes by Ni-catalyzed hydroalkylation of internal alkynes with cycloketone oxime esters". supporting information. p. 14191 - 14194. Retrieved 2020/11/24.
• 4、 Sun, Peng,Yang, Jiaojiao,Chen, Chunxia,Xie, Kaijun,Peng, Jinsong. "Synthesis of a Cellulosic Pd(salen)-Type Catalytic Complex as a Green and Recyclable Catalyst for Cross-Coupling Reactions". . p. 2900 - 2910. Retrieved 2020/03/31.