362513-28-8

Basic information

• Product Name: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE
• Synonyms: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE
• CAS NO: 362513-28-8
• Molecular Formula: C₁₂H₁₁BrS
• Molecular Weight: 267.18
• Mol File: 362513-28-8.mol

Chemical Properties

• Melting Point: 32 °C
• Boiling Point: 294.654°C at 760 mmHg
• Flash Point: 32 °C
• Appearance: /
• Density: 1.385g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE(362513-28-8)
• EPA Substance Registry System: 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE(362513-28-8)

Safety Data

• Hazardous Substances Data: 362513-28-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE is used as a key intermediate in the synthesis of various pharmaceuticals for its unique reactivity and properties that contribute to the development of new drugs.
Used in Agrochemical Development:
In the agrochemical industry, 3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE is utilized as a building block for the creation of novel agrochemicals, leveraging its chemical structure to enhance crop protection and yield.
Used in Medicinal Chemistry Research:
3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE serves as a valuable compound in medicinal chemistry research, where its potential biological activities are explored for the advancement of therapeutic agents.
Used in Material Chemistry:
3-BROMO-2,4-DIMETHYL-5-PHENYLTHIOPHENE is employed in material chemistry for the development of new materials, taking advantage of its chemical structure to create innovative products with specific properties.

InChI:InChI=1/C12H11BrS/c1-8-11(13)9(2)14-12(8)10-6-4-3-5-7-10/h3-7H,1-2H3

Upstream product

• 63862-00-0 2,4-dibromo-3,5-dimethylthiophene 
• 591-50-4 iodobenzene 
• 172872-73-0 4-bromo-3,5-dimethylthiophene-2-boronic acid 

Downstream Products

• 960132-53-0 C₃₄H₃₀F₆OS₄Si 
• 960132-52-9 C₃₀H₂₈F₆OS₃Si 
• 172612-67-8 1,2-bis(2,4-dimethyl-5-phenylthiophen-3-yl)perfluorocyclopentene 
• 943543-05-3 2,3-bis(2,4-dimethyl-5-phenylthiophen-3-yl)thiophene 
• 943543-06-4 2-bromo-4,5-bis(2,4-dimethyl-5-phenylthiophen-3-yl)thiophene 
• 57021-49-5 3,5-dimethyl-2-phenylthiophene 
• 1628556-74-0 2,4-dimethyl-3-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-1-naphthalenyl)-1-cyclopenten-1-yl]-5-phenylthiophene 
• 1375061-67-8 C₂₈H₂₀F₆N₂O₂S₂ 
• 1375061-66-7 C₃₂H₂₆F₆O₂S₂ 
• 1344734-14-0 C₃₅H₂₄F₆N₂O₂S₂ 
• 1344734-13-9 C₃₉H₃₀F₆O₂S₂ 
• 1344734-11-7 C₂₆H₁₆F₆N₂OS₂ 
• 1344734-10-6 C₃₀H₂₂F₆OS₂ 
• 936824-37-2 1-(2,4-dimethyl-5-(4-mercaptophenyl)-3-thienyl)-2-(2,4-dimethyl-5-phenyl-3-thienyl)hexafluorocyclopentene 

Relevant articles and documents

Synthesis and photochromic reactivity of a diarylethene dimer linked by a phenyl group

A diarylethene dimer linked by a phenyl group was synthesized and the photochromic behavior was examined. Upon irradiation with ultraviolet light (λ=313 nm), a hexane solution of the diarylethene dimer (1a) turned purple blue. Upon further prolonged irradiation the color changed to blue. The purple-blue and blue colors are due to the formation of a dimer having one open- and one closed-ring forms (1b) and a dimer having two closed-ring forms (1c), respectively. Both 1b and 1c returned to 1a by irradiation with visible light (λ>500 nm). The photochromic reactivity was evaluated by measuring quantum yields of the photocyclization and photocycloreversion reactions. The photocyclization quantum yield was 0.50. The cycloreversion quantum yield from 1c to 1b (0.0026) was lower than that from 1b to 1a (0.0094).

1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore

An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63% yield by iodination of 1.3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5- phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl) perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubslituted thiophenes 38-H-41-H required intermediate prepara tion of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5- methoxy-3-methyl-4-bromothiophene (40). Protection of the α-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane frag ment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1.