450-39-5

Basic information

• Product Name: 4-FLUORO-4'-METHOXYBIPHENYL
• Synonyms: 4-FLUORO-4'-METHOXYBIPHENYL
• CAS NO: 450-39-5
• Molecular Formula: C₁₃H₁₁FO
• Molecular Weight: 202.22
• Mol File: 450-39-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-FLUORO-4'-METHOXYBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-4'-METHOXYBIPHENYL(450-39-5)
• EPA Substance Registry System: 4-FLUORO-4'-METHOXYBIPHENYL(450-39-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 450-39-5(Hazardous Substances Data)

Upstream product

• 352-33-0 1-Chloro-4-fluorobenzene 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 127591-24-6 p-methoxyphenyl(triphenylphosphine)gold(I) 
• 5720-07-0 4-methoxyphenylboronic acid 
• 18437-78-0 P(p-C₆H₄F)3 
• 352-34-1 4-fluoro-1-iodobenzene 
• 696-62-8 para-iodoanisole 
• 33756-42-2 tri-p-fluorophenylstibine 
• 1765-93-1 4-fluoroboronic acid 
• 5720-05-8 4-methylphenylboronic acid 
• 2714-90-1 phenyl 4-fluorobenzoate 
• 403-43-0 4-fluorobenzoyl chloride 
• 21130-91-6 triethoxy(4-methoxyphenyl)silane 

Downstream Products

• 324-94-7 4'-fluoro-biphenyl-4-ol 
• 36716-69-5 4-(4-fluorophenyl)-4-hydroxycyclohexanone 
• 446311-34-8 2-(4'-methoxy-[1,1^,-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Competitive gold/nickel transmetalation

Transmetalation is a key method for the construction of element-element bonds. Here, we disclose the reactivity of [NiII(Ar)(I)(diphosphine)] compounds with arylgold(i) transmetalating agents, which is directly relevant to cross-coupling catalysis. Both aryl-for-iodide and unexpected aryl-for-aryl transmetalation are witnessed. Despite the strong driving force expected for Au-I bond formation, aryl scrambling can occur during transmetalation and may complicate the outcomes of attempted catalytic cross-coupling reactions.

Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates

We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox. We demonstrate the broad scope, scalability, and robustness of this unconventional catalyst-free transformation, leading to functionalized biaryls and ultimately furnishing drug-like small molecules, as well as late stage derivatization of natural compounds. In addition, the observed selectivity of the oxidative coupling reaction is related to the electronic structure of the TABs through quantum-chemical calculations and experimental investigations.

Ligand-free palladium catalyzed Ullmann biaryl synthesis: 'Household' reagents and mild reaction conditions

A palladium catalysed Ullmann biaryl synthesis has been developed using hydrazine hydrate as the reducing reagent at room temperature. The combination of Pd(OAc)2 and hydrazine hydrate works smoothly for the coupling of both electron-rich and electron-deficient aryl iodides, as well as hetero-aryl iodides, leading to a wide range of biaryls in good to excellent yields. The reaction requires only 1 mol% Pd(OAc)2 and the in situ generated palladium naoparticles are found to be active catalysts.