1-Phenyl-1,3-hexadiyne

Base Information

• Chemical Name: 1-Phenyl-1,3-hexadiyne
• CAS No.: 10508-66-4
• Molecular Formula: C12H10
• Molecular Weight: 0
• Mol file: 10508-66-4.mol

Synonyms:1,3-Hexadiyne,1-phenyl- (7CI,8CI); Benzene, 1,3-hexadiynyl- (9CI); 1-Phenyl-1,3-hexadiyne;Neocapillen

Chemical Property of 1-Phenyl-1,3-hexadiyne

Chemical Property:

• Boiling Point: 85 - 90 °C (0.05 mmHg)
• PSA: 0.00000
• LogP: 2.45150

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenyl-1,3-hexadiyne

There total 9 articles about 1-Phenyl-1,3-hexadiyne 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: 62.0%

1-bromobut-1-yne (50405-39-5) + phenylacetylene (536-74-3) → hexa-1,3-diyn-1-ylbenzene (10508-66-4)

Guidance literature:

phenylacetylene; With hydroxylamine hydrochloride; N-butylamine; copper(l) chloride; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere;

1-bromobut-1-yne; In tetrahydrofuran; water; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02975

Reference yield:

(1,1-dibromobut-1-en-3-yn-2-yl)benzene (879560-02-8) + ethyl iodide (75-03-6) → hexa-1,3-diyn-1-ylbenzene (10508-66-4)

Guidance literature:

(1,1-dibromobut-1-en-3-yn-2-yl)benzene; With n-butyllithium; In hexane; toluene; at -20 - 0 ℃;

ethyl iodide; In diethyl ether; hexane; toluene; at -20 - 20 ℃; Further stages.;

DOI:10.1055/s-2007-1000937

Reference yield:

1-trichloromethyl-3-phenyl-2-propyn-1-ol (6181-26-6) → hexa-1,3-diyn-1-ylbenzene (10508-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / PCl₅

2: 63 percent / Et₃N / petroleum ether / 18 h / Ambient temperature

3: 1.) 15 percent BuLi / 1.) ether, hexane, -70 to 10 deg C, 3 h, 2.) ether, hexane, HMPT, -60 to 15 deg C, 3 h

With n-butyllithium; phosphorus pentachloride; triethylamine; In Petroleum ether;

upstream raw materials:

ethyl bromide

1-ethylthio-4-phenyl-1-buten-3-yne

1,1,2-Trichlor-4-phenyl-1-buten-3-in

ethyl iodide