125610-78-8

Basic information

• Product Name: 4'-METHOXY-2-CYANOBIPHENYL
• Synonyms: 2-Cyano-4'-methoxy-1,1'-biphenyl;4-(2-Cyanophenyl)anisole;4'-Methoxy-1,1'-biphenyl-2-carbonitrile
• CAS NO: 125610-78-8
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 0
• Mol File: 125610-78-8.mol
• Article Data: 52

Chemical Properties

• Melting Point: 156-157℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4'-METHOXY-2-CYANOBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHOXY-2-CYANOBIPHENYL(125610-78-8)
• EPA Substance Registry System: 4'-METHOXY-2-CYANOBIPHENYL(125610-78-8)

Safety Data

• Hazardous Substances Data: 125610-78-8(Hazardous Substances Data)

Usage

General Description

4'-Methoxy-2-cyanobiphenyl is a chemical compound with the molecular formula C14H11NO. It is a biphenyl derivative with a methoxy group at the 4' position and a cyano group at the 2 position. This colorless to pale yellow solid is used in the production of liquid crystals and as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is considered to be a potential occupational carcinogen and exposure to this compound should be carefully controlled and monitored. The chemical properties and toxicity of 4'-methoxy-2-cyanobiphenyl make it important to handle it with caution and follow proper safety protocols.

Upstream product

• 19352-93-3 4-(1,3-butadienyl)morpholine 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 2042-37-7 o-cyanobromobenzene 
• 873-32-5 2-Chlorobenzonitrile 
• 696-62-8 para-iodoanisole 
• 699-19-4 4-methoxyphenylmagnesium chloride 
• 1319720-84-7 4'-methoxybiphenyl-2-carbaldehyde O-ethoxycarbonyl oxime 
• 1319720-85-8 4'-methoxybiphenyl-2-carbaldehyde O-phenoxycarbonyl oxime 
• 16064-04-3 2-(4-methoxyphenyl)benzaldehyde 
• 153850-84-1 4′-methoxy-biphenyl-2-carbaldehyde oxime 
• 104-94-9 4-methoxy-aniline 
• 100-47-0 benzonitrile 
• 4387-36-4 2-iodobenzonitrile 

Downstream Products

• 1219621-19-8 (4'-methoxy-biphenyl-2-yl)-(4-methoxy-phenyl)-methanone 
• 851591-16-7 (4′-methoxylbiphenyl-2-yl)(phenyl)methanone 
• 150368-49-3 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate 
• 150368-48-2 2-Butyl-6-ethoxy-3-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]oxy]quinoxaline-5-carboxylic acid 
• 150368-34-6 2-Butyl-3-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]oxy]quinoxaline 
• 150368-33-5 3-butyl-2-<(2'-cyanobiphenyl-4-yl)oxy>quinoxaline 
• 150368-30-2 4-<2-(1H-tetrazol-5-yl)phenyl>phenol 

Relevant articles and documents

A Foldamer-Based Organocatalyst for Direct Arylations of Unactivated Arenes

It was demonstrated that a simple yet well-folded pyridone dimer, possessing two convergently aligned electron-rich O atoms for potassium binding, can serve as a highly efficient organocatalyst for catalyzing transition-metal-free arylations of unactivated aromatic C-H bonds with aryl halides in the presence of t-BuOK. A wide range of aryl iodides could be cross-coupled with unactivated arenes in moderate to excellent yields. The experiments using radical-scavenging reagents confirm the participation of radicals in this catalytic transformation.

Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides

Sulfonyl fluorides have emerged as powerful “click” electrophiles to access sulfonylated derivatives. Yet, they are relatively inert towards C?C bond forming transformations, notably under transition-metal catalysis. Here, we describe conditions under which aryl sulfonyl fluorides act as electrophiles for the Pd-catalyzed Suzuki–Miyaura cross-coupling. This desulfonative cross-coupling occurs selectively in the absence of base and, unusually, even in the presence of strong acids. Divergent one-step syntheses of two analogues of bioactive compounds showcase the expanded reactivity of sulfonyl fluorides to encompass both S?Nu and C?C bond formation. Mechanistic experiments and DFT calculations suggest oxidative addition occurs at the C?S bond followed by desulfonation to form a Pd-F intermediate that facilitates transmetalation.

Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone

Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.