Production Method 1

259139-06-5

79887-11-9

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C → rt; 1 h, rt

Reference

Synthesis and Characterization of Fused Heterocyclic Molecular Rods: A Combined Experimental and Theoretical Study on Diethynyl Dithienothiophenyl Derivatives

Jones, Leighton; et al, ChemistrySelect, 2017, 2(21), 5958-5964

Production Method 2

62150-34-9

1066-54-2

79887-11-9

Reaction Conditions

1.1 Reagents: Triethylamine Catalysts: Triphenylphosphine ,  Copper iodide ,  Dichlorobis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  3 h, 80 °C
2.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  2 h, rt

Reference

High birefringent reactive discotic liquid crystals based on asymmetrical triphenylene with phenyl-acetylene moieties

Jung, Hyein; et al, Liquid Crystals, 2017, 44(7), 1069-1077

Production Method 3

23703-22-2

1066-54-2

79887-11-9

Reaction Conditions

1.1 Reagents: Diisopropylamine Catalysts: Triphenylphosphine ,  Cuprous iodide ,  [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium ;  16 h, reflux
2.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt

Reference

Solution processable symmetric 4-alkylethynylbenzene end-capped anthracene derivatives

Jang, Sang Hun; et al, Bulletin of the Korean Chemical Society, 2012, 33(2), 541-548

Production Method 4

6224-91-5

23703-22-2

79887-11-9

Reaction Conditions

1.1 Reagents: Diisopropylamine Catalysts: Cuprous iodide ,  Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  18 h, rt; overnight, rt
2.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C → rt; 1 h, rt

Reference

Synthesis and Characterization of Fused Heterocyclic Molecular Rods: A Combined Experimental and Theoretical Study on Diethynyl Dithienothiophenyl Derivatives

Jones, Leighton; et al, ChemistrySelect, 2017, 2(21), 5958-5964

Production Method 5

37592-72-6

79887-11-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Acetic acid
1.2 Reagents: Water
1.3 Reagents: Sodium thiosulfate pentahydrate Solvents: Methanol ,  Water
1.4 Reagents: Acetic acid ,  Hydrochloric acid Solvents: Water
2.1 Solvents: Benzene

Reference

Photofragmentation of 2,5-diaryl-1,4-dithiins

Glass, Richard S.; et al, Sulfur Letters, 1997, 21(1), 15-20

Production Method 6

4360-68-3

79887-11-9

Reaction Conditions

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran
1.2 Reagents: Cuprous iodide Solvents: Hexamethylphosphoramide
1.3 Reagents: Hydrochloric acid Solvents: Water
2.1 Reagents: Bromine Solvents: Acetic acid
2.2 Reagents: Water
2.3 Reagents: Sodium thiosulfate pentahydrate Solvents: Methanol ,  Water
2.4 Reagents: Acetic acid ,  Hydrochloric acid Solvents: Water
3.1 Solvents: Benzene

Reference

Photofragmentation of 2,5-diaryl-1,4-dithiins

Glass, Richard S.; et al, Sulfur Letters, 1997, 21(1), 15-20

Production Method 7

7295-46-7

79887-11-9

Reaction Conditions

1.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Triethylene glycol ;  rt → 210 °C; 210 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified, rt
2.1 Reagents: Diisopropylamine Catalysts: Triphenylphosphine ,  Cuprous iodide ,  [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium ;  16 h, reflux
3.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt

Reference

Solution processable symmetric 4-alkylethynylbenzene end-capped anthracene derivatives

Jang, Sang Hun; et al, Bulletin of the Korean Chemical Society, 2012, 33(2), 541-548

Production Method 8

79887-11-9

Reaction Conditions

1.1 Reagents: Aluminum chloride ;  rt; 1 h, 50 °C
2.1 Reagents: Potassium hydroxide ,  Hydrazine hydrate (1:1) Solvents: Triethylene glycol ;  rt → 210 °C; 210 °C → rt
2.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified, rt
3.1 Reagents: Diisopropylamine Catalysts: Triphenylphosphine ,  Cuprous iodide ,  [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium ;  16 h, reflux
4.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt

Reference

Solution processable symmetric 4-alkylethynylbenzene end-capped anthracene derivatives

Jang, Sang Hun; et al, Bulletin of the Korean Chemical Society, 2012, 33(2), 541-548

Production Method 9

259139-06-5

79887-11-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  2 h, rt

Reference

High birefringent reactive discotic liquid crystals based on asymmetrical triphenylene with phenyl-acetylene moieties

Jung, Hyein; et al, Liquid Crystals, 2017, 44(7), 1069-1077

Production Method 10

62150-34-9

1066-54-2

79887-11-9

Reaction Conditions

1.1 Reagents: Triethylamine ,  Cuprous iodide Catalysts: Dichlorobis(triphenylphosphine)palladium ;  4 h, 50 °C; 50 °C → rt
1.2 Solvents: Hexane ;  rt
1.3 Reagents: Sodium hydroxide Solvents: Methanol ;  4 h, rt
1.4 Reagents: Sodium bicarbonate Solvents: Water ;  rt

Reference

Ordering of apolar and polar solutes in nematic solvents

Dingemans, T.; et al, Journal of Chemical Physics, 2003, 118(15), 7046-7061

Production Method 11

79887-11-9

Reaction Conditions

1.1 Solvents: Benzene

Reference

Photofragmentation of 2,5-diaryl-1,4-dithiins

Glass, Richard S.; et al, Sulfur Letters, 1997, 21(1), 15-20

Production Method 12

3761-92-0

16116-78-2

79887-11-9

Reaction Conditions

1.1 Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether ;  24 h, reflux
2.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  overnight, rt

Reference

Development of organic field-effect properties by introducing aryl-acetylene into benzodithiophene

Meng, Qing; et al, Journal of Materials Chemistry, 2010, 20(48), 10931-10935

Production Method 13

33228-45-4

79887-11-9

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  -5 °C
1.2 Reagents: Sodium nitrite Solvents: Water ;  -5 °C; 30 min, 0 °C
1.3 Reagents: Potassium iodide Solvents: Water ;  overnight, 0 - 5 °C
1.4 Solvents: Diethyl ether
1.5 Reagents: Sodium hydroxide ,  Sodium pyrosulfite Solvents: Water
2.1 Reagents: Triethylamine ,  Cuprous iodide Catalysts: Dichlorobis(triphenylphosphine)palladium ;  4 h, 50 °C; 50 °C → rt
2.2 Solvents: Hexane ;  rt
2.3 Reagents: Sodium hydroxide Solvents: Methanol ;  4 h, rt
2.4 Reagents: Sodium bicarbonate Solvents: Water ;  rt

Reference

Ordering of apolar and polar solutes in nematic solvents

Dingemans, T.; et al, Journal of Chemical Physics, 2003, 118(15), 7046-7061

1-Ethynyl-4-hexylbenzene Raw materials

• Hexylmagnesium Bromide, 0.8 M solution in THF
• 4-Hexylaniline
• (4-Bromophenylethynyl)trimethylsilane
• 4'-Bromoacetophenone Ethylene Acetal
• 1-n-Hexyl-4-iodobenzene
• 1-(Trimethylsilyl)propyne
• 1-Bromo-4-hexylbenzene
• Benzene, 1-hexyl-4-[2-(trimethylsilyl)ethynyl]-
• ethynyltrimethylsilane
• 1-(4-Bromophenyl)hexan-1-one
• 1-(4-Hexylphenyl)ethanone

1-Ethynyl-4-hexylbenzene Preparation Products

• 1-Ethynyl-4-hexylbenzene (79887-11-9)

• 1. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 2. Evolving better nanoparticles: Genetic algorithms for optimising cluster geometries
  Dalton Trans., 2003, 4193-4207
• 3. Fe(iii)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration?
  Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
• 4. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 5. Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices
  Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzene and substituted derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives

Comprehensive Guide to 1-Ethynyl-4-hexylbenzene (CAS No. 79887-11-9): Properties, Applications, and Industry Insights

1-Ethynyl-4-hexylbenzene (CAS No. 79887-11-9) is a specialized organic compound that has garnered significant attention in the fields of materials science, pharmaceuticals, and advanced chemical synthesis. This aromatic hydrocarbon, characterized by its ethynyl and hexyl functional groups, exhibits unique physicochemical properties that make it valuable for research and industrial applications. Its molecular structure combines the rigidity of a benzene ring with the reactivity of an alkyne group, offering versatile reactivity for cross-coupling reactions and polymerizations.

In recent years, the demand for 1-Ethynyl-4-hexylbenzene has surged due to its role in developing organic semiconductors and liquid crystal materials. Researchers are particularly interested in its potential for optoelectronic devices, such as OLEDs and photovoltaic cells, where its conjugated system enhances charge transport efficiency. The compound’s CAS No. 79887-11-9 is frequently searched in academic databases, reflecting its relevance in cutting-edge technologies. Additionally, its compatibility with click chemistry protocols has expanded its utility in bioconjugation and drug delivery systems.

From a synthetic perspective, 1-Ethynyl-4-hexylbenzene is often synthesized via Sonogashira coupling, a palladium-catalyzed reaction between aryl halides and terminal alkynes. This method is favored for its high yield and mild reaction conditions. The compound’s hexyl chain improves solubility in non-polar solvents, facilitating its integration into hydrophobic matrices. Industries focusing on advanced coatings and nanomaterials have explored its use as a building block for self-assembled monolayers (SAMs) and conductive polymers.

Environmental and safety considerations are also critical when handling 1-Ethynyl-4-hexylbenzene. While it is not classified as hazardous under standard regulations, proper storage in inert atmospheres is recommended to prevent polymerization or degradation. Users often search for "1-Ethynyl-4-hexylbenzene solubility" or "79887-11-9 stability," highlighting the need for detailed technical data. Recent studies have also investigated its biodegradability, aligning with the growing emphasis on green chemistry principles.

The commercial availability of 1-Ethynyl-4-hexylbenzene is supported by several specialty chemical suppliers, with purity levels ranging from 95% to 99%. Pricing trends correlate with its demand in high-performance materials sectors. Analytical techniques like GC-MS, NMR, and HPLC are routinely employed to verify its quality, ensuring compliance with research and industrial standards. As innovation in smart materials accelerates, this compound is poised to play a pivotal role in next-generation technologies.

In conclusion, 1-Ethynyl-4-hexylbenzene (CAS No. 79887-11-9) represents a fusion of structural ingenuity and functional versatility. Its applications span from electronic displays to catalytic systems, driven by ongoing research into its reactive pathways. For scientists and engineers, understanding its properties and handling protocols is essential to unlocking its full potential in a sustainable and technologically advanced future.

• 79887-10-8(4-Pentylphenylacetylene)
• 79887-12-0(1-Ethynyl-4-heptylbenzene)
• 79887-13-1(1-Eth-1-ynyl-4-(octyl)benzene)
• 117392-63-9(Benzene,1-butyl-4-[(4-ethylphenyl)ethynyl]- (9CI))
• 6128-15-0(Benzene, 1,1'-(1,2-ethanediyl)bis[4-ethynyl-)
• 79887-09-5(1-butyl-4-ethynylbenzene)
• 62452-73-7(1-Ethynyl-4-propylbenzene)
• 117923-34-9(1-Ethyl-4-(4-N-hexylphenyl)ethynylbenzene)
• 80221-11-0(1-n-Butyl-4-[(4-n-butylphenyl)ethynyl]benzene)
• 117923-35-0(1-Hexyl-4-[(4-methylphenyl)ethynyl]benzene)