25752-90-3

Usage

Uses

Used in Pharmaceutical Industry:
1-BROMO-4-(TERT-BUTYLSULFANYL)BENZENE is used as a key intermediate for the synthesis of pharmaceuticals, leveraging its strong chemical reactivity to facilitate the creation of diverse medicinal compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 1-BROMO-4-(TERT-BUTYLSULFANYL)BENZENE is utilized as a valuable building block for constructing a range of organic compounds, including those with potential applications in various industries.
Used in Research and Development:
1-BROMO-4-(TERT-BUTYLSULFANYL)BENZENE is employed as a crucial component in research and development, particularly for the synthesis of complex organic molecules, due to its unique structural features and reactivity.

InChI:InChI=1/C10H13BrS/c1-10(2,3)12-9-6-4-8(11)5-7-9/h4-7H,1-3H3

Upstream product

• 106-53-6 para-bromobenzenethiol 
• 115-11-7 isobutene 
• 106-37-6 1.4-dibromobenzene 
• 507-20-0 tertiary butyl chloride 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 25752-66-3 1-bromo-4-(tert-butylsulfonyl)benzene 
• 60852-04-2 4-t-Butoxyophenyl-t-butylsulfid 
• 88357-16-8 4-(1,1-dimethylethylthio)benzaldehyde 
• 28122-76-1 acetyl 4-bromo-thiophenolate 
• 795274-48-5 1-tert-butylsulfanyl-4-(2'-triisopropylsilylethynyl)-benzene 
• 756899-88-4 2-(4-tert-butylsulfanylphenyl)thiophene 
• 864364-29-4 4,4'-bis(tert-butylthio)benzophenone 
• 882880-08-2 1,4-bis(4-(tert-butylthio)phenylethynyl)-2,5-bis[{4,5-bis(methoxycarbonyl)-1,3-dithiol-2-ylidene}methyl]benzene 
• 500530-77-8 (E,E)-1,4-bis[4-(tert-butylsulfanyl)styryl]benzene 
• 894351-56-5 2,6-bis((4-(tert-butylthio)phenyl)ethynyl)anthracene-9,10-dione 
• 894351-58-7 2,6-bis[(4-tert-butylthiophenyl)ethynyl]-9,10-diacetoxyanthracene 
• 135883-45-3 1-(tert-butylsulfanyl)-4-ethynylbenzene 
• 874486-66-5 1,4-bis(4-tert-butylthiophenylethynyl)benzene 
• 23939-49-3 S-(4-vinylphenyl) thioacetate 

Relevant academic research and scientific papers

Substitution Pattern Controlled Quantum Interference in [2.2]Paracyclophane-Based Single-Molecule Junctions

Quantum interference (QI) of electron waves passing through a single-molecule junction provides a powerful means to influence its electrical properties. Here, we investigate the correlation between substitution pattern, conductance, and mechanosensitivity in [2.2]paracyclophane (PCP)-based molecular wires in a mechanically controlled break junction experiment. The effect of the meta versus para connectivity in both the central PCP core and the phenyl ring connecting the terminal anchoring group is studied. We find that the meta-phenyl-anchored PCP yields such low conductance levels that molecular features cannot be resolved; in the case of para-phenyl-coupled anchoring, however, large variations in conductance values for modulations of the electrode separation occur for the pseudo-para-coupled PCP core, while this mechanosensitivity is absent for the pseudo-meta-PCP core. The experimental findings are interpreted in terms of QI effects between molecular frontier orbitals by theoretical calculations based on density functional theory and the Landauer formalism.

Monitoring Solid-Phase Reactions in Self-Assembled Monolayers by Surface-Enhanced Raman Spectroscopy

Nanopatterned surfaces enhance incident electromagnetic radiation and thereby enable the detection and characterization of self-assembled monolayers (SAMs), for instance in surface-enhanced Raman spectroscopy (SERS). Herein, Au nanohole arrays, developed

Structural effects on the C-S bond cleavage in aryl tert -butyl sulfoxide radical cations

The oxidation of a series of aryl tert-butyl sulfoxides (4-X-C 6H4SOC(CH3)3: 1, X = OCH 3; 2, X = CH3; 3, X = H; 4, X = Br) photosensitized by 3-cyano-N-methylquinolinium perchlorate (3-CN-NMQ+) has been investigated by steady-state irradiation and nanosecond laser flash photolysis (LFP) under nitrogen in MeCN. Products deriving from the C-S bond cleavage in the radical cations 1+?-4+? have been observed in the steady-state photolysis experiments. By laser irradiation, the formation of 3-CN-NMQ? (λmax = 390 nm) and 1 +?-4+? (λmax = 500-620 nm) was observed. A first-order decay of the sulfoxide radical cations, attributable to C-S bond cleavage, was observed with fragmentation rate constants (k f) that decrease by increasing the electron donating power of the arylsulfinyl substituent from 1.8 × 106 s-1 (4 +?) to 2.3 × 105 s-1 (1 +?). DFT calculations showed that a significant fraction of the charge is delocalized in the tert-butyl group of the radical cations, thus explaining the small substituent effect on the C-S bond cleavage rate constants. Via application of the Marcus equation to the kinetic data, a very large value for the reorganization energy (λ = 62 kcal mol-1) has been calculated for the C-S bond scission reaction in 1+?-4 +?.

Stoichiometric functionalization of gold nanoparticles in solution through a free radical polymerization approach

A new simple concept for the stoichiometrical functionalization of nanoparticles based on free radical polymerization of vinyl protected nanoparticles is presented. To demonstrate this concept 2-bis(4-vinylphenyl)disulfane was synthesized and used in the synthesis of gold nanoparticles, leading to 4-vinylthiophenol functionalized nanoparticles. Simple free radical polymerization of these particles initiated by 4,4′-azobis-(4-cyanopentanoic acid) delivered nanoparticles with a singlecarboxyl group. These monofunctionalized gold nanoparticles were utilized for chemical preparation of gold nanoparticle dimers as well as for construction of gold nanoparticle arrays via binding to polyallylamine. Copyright

Ferrocenyl compounds possessing protected phenol and thiophenol groups: Synthesis, X-ray structure, and in vitro biological effects against breast cancer

We have previously shown that conjugated ferrocenyl p-phenols show strong cytotoxic effects against both the hormone-dependent MCF-7 and hormone-independent MDA-MB-231 breast cancer cell lines, possibly via metabolic quinone methide (QM) formation. To fur

Fabrication of steady junctions consisting of α, ωbis(thioacetate) oligo(p-phenylene vinylene)s in nanogap electrodes

For obtaining molecular devices using metal-molecule-metal junctions, it is necessary to fabricate a steady conductive bridge-structure; that is stable chemical bonds need to be established from a single conductive molecule to two facing electrodes. In th

CONJUGATED ORGANIC MOLECULES FOR MOLECULAR ELECTRONIC DEVICES

There is provided a conjugated molecule that is useful as a conductive path in an electronic device. The conjugated molecule includes at least one p/n junction so as to provide a direction to electron flow and one end alligator clip group which allows for self-orientation of the molecule during assembly in a device, resulting in an asymmetric structure of the molecule. The conjugated molecule may be used in diodes, molecular switches, transistors, and in the manufacture of memory devices.

Oxidative electrochemical switching in dithienylcyclopentenes, part 2: Effect of substitution and asymmetry on the efficiency and direction of molecular switching and redox stability

The electrochemical and spectroelectrochemical properties of a series of C5-substituted dithienylhexahydro- and dithienylhexafluorocyclopentenes are reported. The effect of substitution at C5 of the thienyl moiety on the redox properties is quite dramatic

Synthesis of novel alkyl- and aryl sulfides and thiols as precursors for self-assembled monolayers on gold

A series of 4-alkyl-1-bromosulfanylbenzenes having S-methyl 2, S-t-butyl 3, S-trityl 4, S-benzyl S, and S-silylethoxymethyl 6 substituents were prepared and evaluated for their ability to form a monolayer consisting of an S-aryl adsorbate on Au (111) surf

An Iterative Strategy for the Synthesis of Oligothiophenes by Catalytic Cross-Coupling Reactions

An iterative strategy for the synthesis of new sulfur-functionalized oligothiophenes by Suzuki or Stille cross-coupling reactions was applied to the reaction of 4-bromo-tert-butylphenylthioether with thiophene derivatives. The planarity of the oligothiophenes obtained was confirmed by the single-crystal X-ray structure analysis of 2-(4′-tert-butyl-thiophenyl)thiophene, which shows a potentially large electronic conjugation length.