1,4-Diethynylbenzene

Base Information

• Chemical Name: 1,4-Diethynylbenzene
• CAS No.: 935-14-8
• Molecular Formula: C10H6
• Molecular Weight: 126.158
• Hs Code.: 29029090
• European Community (EC) Number: 628-592-1
• DSSTox Substance ID: DTXSID40918397
• Nikkaji Number: J80.027I
• Wikidata: Q72462270
• ChEMBL ID: CHEMBL224048
• Mol file: 935-14-8.mol

Synonyms:1,4-diethynylbenzene

Chemical Property of 1,4-Diethynylbenzene

Chemical Property:

• Appearance/Colour: White or orange-brown crystalline powder
• Vapor Pressure: 1.08mmHg at 25°C
• Melting Point: 94-98 °C(lit.)
• Refractive Index: 1.567
• Boiling Point: 182.812 °C at 760 mmHg
• Flash Point: 51.851 °C
• PSA: 0.00000
• Density: 1.009 g/cm³
• LogP: 1.64920
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: almost transparency in Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 126.0469501914
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

1,4-Diethynylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 43-52/53-36/37
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)C#C

Technology Process of 1,4-Diethynylbenzene

There total 51 articles about 1,4-Diethynylbenzene 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%

1,4-Bis(trimethylsilylethynyl)benzene (17938-13-5) → 1,4-diethynylbenzene (935-14-8)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00246-1

Reference yield: 100.0%

para-diiodobenzene (624-38-4,1032416-46-8) + trimethylsilylacetylene (1066-54-2) → 1,4-diethynylbenzene (935-14-8)

Guidance literature:

para-diiodobenzene; trimethylsilylacetylene; With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

With potassium carbonate; In methanol;

DOI:10.1016/j.jorganchem.2005.08.019

Reference yield: 99.0%

1,4-bis(2,2-dibromoethenyl)benzene (77295-67-1) → 1,4-diethynylbenzene (935-14-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ja053120l

upstream raw materials:

1,4-bis(1,2-dibromoethyl)benzene

1,4-diethynylcyclohexa-2,5-diene-1,4-diol

trans-1,4-diethynyl-1,4-dihydroxy-2,5-cyclohexadiene

1,1'-(1,4-phenylene)bis(3-phenylprop-2-yn-1-one)

Downstream raw materials:

4,4'-p-phenylene-bis-but-3-yn-2-one

(S)-2-tert-Butoxycarbonylamino-3-(4-{4-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenylethynyl]-phenylethynyl}-phenyl)-propionic acid methyl ester

Acetic acid 4-[4-(1-acetoxy-4-hydroxy-2,2,6,6-tetramethyl-piperidin-4-ylethynyl)-phenylethynyl]-4-hydroxy-2,2,6,6-tetramethyl-piperidin-1-yl ester

1-ethynyl-4-((4-nitrophenyl)ethynyl)benzene

Refernces

• 1、 Rao, Maddali L.N.,Shamim Islam, Sk. "Synthesis of alkynes under dry reaction conditions". supporting information. . Retrieved 2021/04/19.
• 2、 Chen, Tao,Li, Wen-Qian,Chen, Xiao-Jia,Guo, Yun-Zhe,Hu, Wei-Bo,Hu, Wen-Jing,Liu, Yahu A.,Yang, Hui,Wen, Ke. "A Triazine-Based Analogue of Graphyne: Scalable Synthesis and Applications in Photocatalytic Dye Degradation and Bacterial Inactivation". supporting information. p. 2269 - 2275. Retrieved 2020/02/11.