18794-77-9

Basic information

• Product Name: 2-Hexylthiophene
• Synonyms: 2-hexyl-thiophen;Thiophene, 2-hexyl-;ALPHA-HEXYLTHIOPHENE;2-N-HEXYLTHIOPHENE;2-HEXYLTHIOPHENE;FEMA 4137;Einecs 242-579-4
• CAS NO: 18794-77-9
• Molecular Formula: C₁₀H₁₆S
• Molecular Weight: 168.3
• EINECS: 242-579-4
• Product Categories: thiophene Flavor;Building Blocks;Heterocyclic Building Blocks;Thiophenes;Thiophene Series
• Mol File: 18794-77-9.mol
• Article Data: 38

Chemical Properties

• Melting Point: -39.15°C (estimate)
• Boiling Point: 228-230°C
• Flash Point: 107°C
• Appearance: white crystal
• Density: 0,935 g/cm3
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.4960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Soluble in most organic solvents and ethanol Soluble . Insoluble in water.
• BRN: 110220
• CAS DataBase Reference: 2-Hexylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexylthiophene(18794-77-9)
• EPA Substance Registry System: 2-Hexylthiophene(18794-77-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26-37/39
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 18794-77-9(Hazardous Substances Data)

Usage

Description

2-Hexylthiophene is a light yellow to colorless liquid with a meat-like aroma and a high strength, sulfurous odor. It is an important raw material and intermediate used in various industries, including organic synthesis, pharmaceuticals, and agrochemicals.

Uses

Used in Organic Synthesis:
2-Hexylthiophene is used as a key intermediate for the synthesis of various organic compounds. Its unique chemical properties make it a valuable building block in the development of new molecules and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Hexylthiophene serves as a crucial raw material for the development of new drugs. Its chemical structure can be modified and utilized in the synthesis of therapeutic agents targeting various medical conditions.
Used in Agrochemicals:
2-Hexylthiophene is also employed in the agrochemical sector as a starting material for the production of various agrochemical products, such as pesticides and herbicides. Its versatility in chemical reactions allows for the creation of effective solutions for agricultural applications.
Occurrence:
2-Hexylthiophene has been reported to be found in various natural sources, including beef, cranberry, mushroom, and turkey. This indicates its potential presence in the environment and its possible role in the flavor and aroma profiles of these food items.
Aroma Threshold Values:
Due to its high strength odor, 2-Hexylthiophene is recommended to be smelled in a 0.10% solution or less to prevent overpowering the senses. Its sulfurous type aroma can be an important factor in the development of fragrances and flavorings in the food and cosmetic industries.

InChI:InChI=1/C10H16S/c1-2-3-4-5-7-10-8-6-9-11-10/h6,8-9H,2-5,7H2,1H3

Upstream product

• 26447-67-6 1-(thiophen-2-yl)hexan-1-one 
• 188290-36-0 thiophene 
• 111-25-1 1-bromo-hexane 
• 142-61-0 Hexanoyl chloride 
• 111-46-6 diethylene glycol 
• 99180-83-3 1-(thiophene-2-yl)hexan-1-ol 
• 1003-09-4 2-bromothiophene 
• 86308-26-1 2-hex-1-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 3437-95-4 2-Iodothiophene 

Downstream Products

• 100943-46-2 5-hexylthiophene-2-carbaldehyde 
• 90619-86-6 5-Hexyl-2-thiophenecarboxylic acid 
• 151271-42-0 2-hexyl-5-(5-(thiophen-2-yl)thiophen-2-yl)thiophene 
• 211737-28-9 2-bromo-5-hexylthiophene 
• 211737-46-1 5,5’-bishexyl-2,2’-bithiophene 
• 141778-54-3 4-(5-hexyl-2-thyenyl)benzonitrile 
• 173448-31-2 5-n-hexyl-2,2'-bithiophene 
• 478166-01-7 4-bromo-5-hexylthiophene-2-carboxylic acid 
• 151271-43-1 α,ω-Dihexylsexithiophene 
• 1047684-56-9 4,4′-bis(2-hexylthiophene-5-yl)-2,2′-bipyridine 

Relevant articles and documents

High-Efficiency Cycloruthenated Sensitizers for Dye-Sensitized Solar Cells

Four thiocyanate-free ruthenium sensitizers (DUY24-DUY27) containing 2-thienylpyridine moiety as cyclometalating core were synthesized for dye-sensitized solar cell (DSC) application. To the best of our knowledge, DUY24-DUY27 are four best-efficiency sens

Synthesis and photovoltaic properties of a star-shaped molecule based on a triphenylamine core and branched terthiophene end groups

A new star-shaped donor-acceptor molecule has been synthesized for application as the donor material in solution-processed bulk-heterojunction organic solar cells (OSCs). The molecule consists of a triphenylamine (TPA) unit as the core and a donor unit with three arms containing benzo[1,2,5]thiadiazole (BT) acceptor units and 5,5″-dihexyl-2,2′:3′,2″- terthiophene (tTh) end groups. The molecule, denoted S(TPA-BT-tTh), exhibits a broad absorption band in the wavelength range 300-650 nm and high hole mobility of 1.1×10-4 cm2 V-1 s-1. An OSC device based on S(TPA-BT-tTh) as donor and [6,6]-phenyl C 71-butyric acid methyl ester (PC70BM) as the acceptor (1:3, w/w) exhibited a power conversion efficiency of 2.28% with a short circuit current density of 6.39 mA/cm2 under illumination of AM.1.5, 100 mW/cm2.

A First Synthesis of Thiophene Dendrimers

(Matrix Presented) Thiophene dendrons and dendrimers were designed and synthesized using a convergent approach. Metal-mediated coupling reactions were used in the synthesis. A rational approach allowed the formation of αα, ββ, and αβ linkages between the dendrons and thiophene units.

Synthesis and enhanced electron transfer of supramolecular nano-composite containing dendritic dye and surface-modified ZnO nano-rods

Supramolecular nano-composites 15T5N/ZnOx-PNH containing enhanced compatibilities of dendritic dye 15T5N and surface-modified nano-rod ZnOx-PNH were developed in this study. The physical properties of supramolecular nano-composites have been well investigated by theoretical calculation and various measurements, including UV–visible, PL, TEM, TCSPC, FT-IR, and CV. H-bonded nano-composite 15T5N/ZnO30-PNH possessed the saturated quenched fluorscence as dendritic dye 15T5N complexed with surface-modified nano-rod ZnO30-PNH. In contrast to nano-rod mixture 15T5N/ZnO (without surface-modification), more widened visible absorption band to promote more efficient photo-induced charge separation phenomenon was observed in supramolecular nano-composite 15T5N/ZnO30-PNH. Compared with surfactant T-PNH, less efficient electron transfer of surfactant T-PC6 was observed in TCSPC and PL measurements because of the steric hindrance of long alkyl chains (-C6H13) attached to surfactant T-PC6. Therefore, the triple H-bonds between dendritic dye 15T5N and surface-modified nano-rod ZnO30-PNH are verified to result in the desirable effective electron transfer in supramolecular nano-composite 15T5N/ZnO30-PNH.

Facile synthesis and characterization of a novel thiophene-fused polycyclic aromatics based on pyrene

A novel large thiophene-fused polycyclic aromatics 1 based on pyrene 5 has been synthesized, and its structure was confirmed by 1H NMR, 13C NMR, MS, UV-vis and elemental analysis. The key steps of the synthesis involved the Stille cross-coupling reaction and followed by selective β-β oxidative cyclization of pendant thienyl rings by FeCl3 under mild conditions.

Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes

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