500199-09-7

Basic information

• Product Name: Thiophene, 2-bromo-3-tetradecyl-
• CAS NO: 500199-09-7
• Molecular Formula: C18H31BrS
• Mol File: 500199-09-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Thiophene, 2-bromo-3-tetradecyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 2-bromo-3-tetradecyl-(500199-09-7)
• EPA Substance Registry System: Thiophene, 2-bromo-3-tetradecyl-(500199-09-7)

Safety Data

• Hazardous Substances Data: 500199-09-7(Hazardous Substances Data)

Usage

General Description

Thiophene, 2-bromo-3-tetradecyl- is a chemical compound with the molecular formula C16H31BrS. It contains a thiophene ring with a bromine atom attached at the 2nd carbon, and a tetradecyl (C14H29) group attached at the 3rd carbon. Thiophene, 2-bromo-3-tetradecyl- is commonly used in the synthesis of various organic compounds and materials, including pharmaceuticals, agrochemicals, and polymers. It is also utilized as a building block for the preparation of surfactants, lubricants, and corrosion inhibitors. The bromine atom and the long alkyl chain contribute to its unique properties and potential applications in different industrial processes.

Upstream product

• 872-31-1 3-Bromothiophene 
• 88303-25-7 tetradecylmagnesium bromide 
• 110851-66-6 3-n-tetradecylthiophene 

Downstream Products

• 888491-16-5 2,2'-dibromo-3,3'-bis(n-tetradecyl)-5,5'-bithiophene 

Relevant articles and documents

Transition between triangular and square tiling patterns in liquid-crystalline honeycombs formed by tetrathiophene-based bolaamphiphiles

A series of 5,5′′′-diphenyl tetrathiophenes with polar glycerol groups at each end and two lateral flexible chains self-assemble into a series of liquid-crystalline honeycombs, formed by the π-conjugated rods which enclose polygonal prismatic cells filled by the lateral chains. With increasing chain length a discontinuous transition from triangular to square honeycombs takes place. At this transition a periodic honeycomb composed of a mixture of square and triangular cells in a ratio 1:2 was formed at low temperature, whereas at higher temperature a hexagonal columnar phase composed of triangular and randomly distributed rhombic cells, a new kind of cybotactic nematic phase, and also a cybotactic isotropic phase, both composed of square honeycomb fragments, represent the intermediate states. This provides an example of a dynamic self-assembled system where, depending on the molecular mobility, the transition between two periodic structures with different symmetry either leads to an increase of complexity, or to a chaotic regime with reduced order.

Benzo[1,2-b:4,5-b']dithiophene-based copolymers applied in bottom-contact field-effect transistors

Three copolymers of benzo[1,2-b:4,5-b']dithiophene and 3,3'-bis(alkyl)-5,5'-bithiophene (dodecyl, tetradecyl and hexadecyl side chains) have been synthesized through Stille copolymerization. The polymers have number-average molecular weights over 20 kg/mol, are well-packed in the bulk and thin film, and possess an ionization potential of -5.1 eV in thin film, which offers stability versus oxidation in environmental conditions. The thin film packing of the polymer with dodecyl side chains leads to an excimeric emission upon excitation, which is not observed for longer side chain lengths. The presence of the dimers responsible for this excimer formation results in a device performance improvement as well. Field-effect transistors fabricated from these copolymers have On/Off ratios >107, equal saturation and linear hole mobilities above 10-2 cm2/Vs, almost no hysteresis and turn-on voltages around 0 V in bottom-contact devices.