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:

1,4-bis-[3-hydroxy-3,3-bis-(4-methoxy-phenyl)-prop-1-ynyl]-benzene

1,4-bis(2-hydroxy-2-methyl-4-but-3-ynyl)benzene

1-[4-(3-Oxo-5-phenyl-penta-1,4-diynyl)-phenyl]-5-phenyl-penta-1,4-diyn-3-one

1,4-bis-(3-hydroxy-3,3-diphenyl-prop-1-ynyl)-benzene

Refernces

Study of chemical structure and conjugation length in organometallic Pt(II) oligomers and polymers containing 1,4-diethynylbenzene derivatives as bridging units

10.1016/S0022-328X(03)00156-6

The study focuses on the synthesis and characterization of organometallic Pt(II) oligomers and polymers containing 1,4-diethynylbenzene derivatives as bridging units. These rigid rod oligomers and polymers were prepared using a general formula of [PtL2(C/CpC6H4(2,5-R)2/CC)]n, where L represents phosphine ligands such as PPh3 and PBu3, and R denotes various alkoxy substituents like H, OC4H9, or OC16H33. The purpose of these chemicals is to create multinuclear macromolecules with potential applications in opto-electronic devices due to their unique electric, redox, and optical properties. The synthesis involved the Stille coupling reaction, and the products were characterized using various spectroscopic techniques. The study aimed to understand the correlation between the chain length, the nature of ligand phosphines, and organic spacers with the optical properties of the synthesized materials, which showed luminescence and absorption characteristics in the blue-light region with quantum efficiencies up to about 3% for solution measurements.