23703-22-2

Basic information

• Product Name: 1-(4-Bromophenyl)hexane
• Synonyms: 1-Bromo-4-n-hexylbenzene,97%;1-Bromo-4-(hex-1-yl)benzene 97%;-4-has1- broMobenzene;1-BROMO-4-HEXYLBENZENE;1-BROMO-4-N-HEXYLBENZENE;1-(4-BROMOPHENYL)HEXANE;4-BROMOHEXYLBENZENE;4-n-Hexylbromobenzene
• CAS NO: 23703-22-2
• Molecular Formula: C₁₂H₁₇Br
• Molecular Weight: 241.17
• EINECS: 1592732-453-0
• Product Categories: Functional Materials;4-Alkylbromobenzenes (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals
• Mol File: 23703-22-2.mol

Chemical Properties

• Boiling Point: 280°C
• Flash Point: 280°C
• Appearance: clear colorless to light yellow liquid
• Density: 1,18 g/cm3
• Vapor Pressure: 0.00674mmHg at 25°C
• Refractive Index: 1.52-1.522
• CAS DataBase Reference: 1-(4-Bromophenyl)hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Bromophenyl)hexane(23703-22-2)
• EPA Substance Registry System: 1-(4-Bromophenyl)hexane(23703-22-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 23703-22-2(Hazardous Substances Data)

Usage

Uses

1. Used in Optoelectronic Applications:
1-(4-Bromophenyl)hexane is used as a chemical reagent for the preparation of conjugated nanoloops, which exhibit optoelectronic properties. These nanoloops have potential applications in the development of advanced electronic devices and systems.
2. Used in Polymer Synthesis:
In the field of polymer chemistry, 1-(4-Bromophenyl)hexane is used as a reagent in the preparation of indacenodithiophene-benzothiadiazole copolymers. These copolymers are essential in the development of materials with specific electronic and optical characteristics, which can be utilized in various industries, such as solar cells, displays, and sensors.
3. Used in Chemical Research:
1-(4-Bromophenyl)hexane is also employed in chemical research as a starting material or intermediate for the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, leading to the development of new molecules with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
4. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(4-Bromophenyl)hexane can be used as a building block for the synthesis of new drug candidates. Its structural diversity and reactivity make it a valuable component in the development of novel therapeutic agents.
5. Used in Material Science:
1-(4-Bromophenyl)hexane can be utilized in the development of new materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance. These materials can be applied in various industries, including automotive, aerospace, and consumer goods.

InChI:InChI=1/C12H17Br/c1-2-3-4-5-6-11-7-9-12(13)10-8-11/h7-10H,2-6H2,1H3

Upstream product

• 1077-16-3 hexylbenzene 
• 1746-28-7 1-bromo-4-(2-bromoethyl)benzene 
• 693-04-9 butyl magnesium bromide 
• 84913-19-9 4-methylbenzene sulfonic acid 2-(4-bromophenyl)ethyl ester 
• 111-25-1 1-bromo-hexane 
• 106-37-6 1.4-dibromobenzene 
• 693-25-4 n-pentylmagnesium bromide 
• 7295-46-7 1-(4-bromophenyl)-1-hexanone 
• 1122-91-4 4-bromo-benzaldehyde 
• 71434-62-3 (+/-)-p-bromophenyl-1-hexanol 
• 108-90-7 chlorobenzene 
• 76287-58-6 1-Bromo-4-((E)-hex-1-enyl)-benzene 
• 108-86-1 bromobenzene 
• 142-61-0 Hexanoyl chloride 

Downstream Products

• 76287-45-1 Tris-(4-n-hexylphenyl)phosphin 
• 591771-94-7 2-(4-n-hexylphenyl)thiophene 
• 1065644-37-2 2,6-bis[2-(4-hexylphenyl)ethynyl]anthracene 
• 79887-11-9 4-hexylphenylacetylene 
• 1448777-70-5 (2,5)-di((selenophen-2-yl)-1,4-phenylene)bis(di(4-hexylphenyl))methanol 

Relevant articles and documents

Chiral Dibenzopentalene-Based Conjugated Nanohoops through Stereoselective Synthesis

Conjugated nanohoops allow to investigate the effect of radial conjugation and bending on the involved π-systems. They can possess unexpected optoelectronic properties and their radially oriented π-system makes them attractive for host–guest chemistry. Be

Aggregation induced emission-emissive stannoles in the solid state

The optoelectronic and structural properties of six stannoles are reported. All revealed extremely weak emission in solution at 295 K, but intensive fluorescence in the solid state with quantum yields (ΦF) of up to 11.1% in the crystal, and of up to 24.4% (ΦF) in the thin film.

Synthesis method of p-bromo-linear alkylbenzene

The invention belongs to the technical field of fine chemical industry, and in particular discloses a clean and efficient synthetic process technology of p-bromo-linear alkylbenzene. Paradibromobenzene and linear chain 1-haloalkane are added into an organic solvent, and reaction is conducted under the action of a catalyst ferric acetylacetonate and an activating agent consisting of zinc halide and magnesium powder to obtain the p-bromo-linear alkylbenzene. A paradibromobenzene single coupling technology is adopted, so production of ortho/meta isomers which are difficult to separate is avoided from the source; a Grignard reagent, which is instable to water and air, or an expensive boric acid reagent intermediate is not used, so that the production cost is reduced; a one-pot reaction technology is adopted, so that operation is simplified and good industrial application value is achieved.

The cobalt-catalyzed cross-coupling reaction of alkyl halides with alkyl Grignard reagents: A new route to constructing quaternary carbon centers

The cross-coupling of alkyl (pseudo)halides with alkyl Grignard reagents is catalyzed efficiently by a cobalt(II) chloride-lithium iodide-1,3-diene catalytic system, which provides a new synthetic tool for constructing sp 3 carbon chains. This system is particularly useful for creating quaternary carbon centers via the use of tertiary alkyl Grignard reagents. Various functional groups including esters, amides and carbamates are well tolerated.

Copper-catalyzed alkyl-alkyl cross-coupling reactions using hydrocarbon additives: Efficiency of catalyst and roles of additives

Cross-coupling of alkyl halides with alkyl Grignard reagents proceeds with extremely high TONs of up to 1230000 using a Cu/unsaturated hydrocarbon catalytic system. Alkyl fluorides, chlorides, bromides, and tosylates are all suitable electrophiles, and a TOF as high as 31200 h-1 was attained using an alkyl iodide. Side reactions of this catalytic system, i.e., reduction, dehydrohalogenation (elimination), and the homocoupling of alkyl halides, occur in the absence of additives. It appears that the reaction involves the β-hydrogen elimination of alkylcopper intermediates, giving rise to olefins and Cu-H species, and that this process triggers both side reactions and the degradation of the Cu catalyst. The formed Cu-H promotes the reduction of alkyl halides to give alkanes and Cu-X or the generation of Cu(0), probably by disproportionation, which can oxidatively add to alkyl halides to yield olefins and, in some cases, homocoupling products. Unsaturated hydrocarbon additives such as 1,3-butadiene and phenylpropyne play important roles in achieving highly efficient cross-coupling by suppressing β-hydrogen elimination, which inhibits both the degradation of the Cu catalyst and undesirable side reactions.

Co-catalyzed cross-coupling of alkyl halides with tertiary alkyl Grignard reagents using a 1,3-butadiene additive

The cobalt-catalyzed cross-coupling of alkyl (pseudo)halides with alkyl Grignard reagents in the presence of 1,3-butadiene as a ligand precursor and LiI is described. Sterically congested quaternary carbon centers could be constructed by using tertiary alkyl Grignard reagents. This reaction proceeds via an ionic mechanism with inversion of stereochemistry at the reacting site of the alkyl halide and is compatible with various functional groups. The use of both 1,3-butadiene and LiI was essential for achieving high yields and high selectivities.

Solution processable symmetric 4-alkylethynylbenzene end-capped anthracene derivatives

New candidates composed of anthracene and 4-alkylethynylbenzene end-capped oligomers for OTFTs were synthesized under Sonogashira coupling reaction conditions. All oligomers were characterized by FT-IR, mass, UV-visible, and PL emission spectrum analyses, cyclic voltammetry (CV), differential scanning calorimetry (DSC), thermal gravimetric analysis (TGA), 1H-NMR, and 13C-NMR. Investigation of their physical properties showed that the oligomers had high oxidation potential and thermal stability. Thin films of DHPEAnt and DDPEAnt were characterized by spin coating them onto Si/SiO 2 to fabricate top-contact OTFTs. The devices prepared using DHPEAnt and DDPEAnt showed hole field-effect mobilities of 4.0 × 10-3 cm2/Vs and 2.0 × 10-3 cm2/Vs, respectively, for solution-processed OTFTs.

NOVEL ORGANIC SEMICONDUCTOR COMPOUND, AND ORGANIC THIN FILM TRANSISTOR USING THE SAME

The present invention relates to novel mono- molecular organic semiconductor compounds and organic thin film transistors comprising the same. The organic semiconductor compounds according to the present invention are characterized by a structure of an acene derivative substituted with acetylene groups at both ends, a structure of anthracene derivative substituted with acetylene groups, or a structure of a multi-nuclear aromatic derivative functionalized by naphthalene having an electron-donor substituent at both ends.

Linearly polarised organic light-emitting diodes (OLEDs): Synthesis and characterisation of a novel hole-transporting photoalignment copolymer

We describe the synthesis and characterisation of a novel hole transporting photoalignment copolymer for linearly polarised emission. The copolymer has a coumarin side-chain which undergoes (2 + 2) cycloaddition on irradiation with ultraviolet light. A fluorene side-chain, whose ionisation potential is well matched to the work-function of indium tin oxide, provides hole transporting properties. Polarised green electroluminescence was obtained by spin coating a novel polymerisable and light-emitting liquid crystal onto the photoaligned copolymer. A polarisation ratio value of 13 : 1 and a polarised irradiance of 200 cd m-2 was obtained at 9 V. Polarised red emission is also described in a guest-host configuration. The spatial patterning of the polarisation direction is also shown. The Royal Society of Chemistry 2005.

Pd-Catalyzed Cross-Coupling Reaction of Alkyl Tosylates and Bromides with Grignard Reagents in the Presence of 1,3-Butadiene

A new method for cross-coupling reaction of alkyl tosylates and bromides with Grignard reagents has been developed by the use of Pd(acac)2 or PdCl2 as the catalyst. Addition of 1,3-butadiene is essential to afford good yields of coupling products. This reaction proceeds efficiently at room temperature using primary and secondary alkyl and aryl Grignard reagents.