16064-04-3

Basic information

• Product Name: 4'-METHOXY-BIPHENYL-2-CARBALDEHYDE
• Synonyms: 4'-METHOXY[1,1'-BIPHENYL]-2-CARBALDEHYDE;4'-METHOXY[1,1'-BIPHENYL]-2-CARBOXALDEHYDE;4'-METHOXY-BIPHENYL-2-CARBALDEHYDE;4'-METHOXY-BIPHENYL-2-CARBOXALDEHYDE;AKOS BAR-0189
• CAS NO: 16064-04-3
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• Mol File: 16064-04-3.mol

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 368.9 °C at 760 mmHg
• Flash Point: 171.8 °C
• Appearance: /
• Density: 1.114 g/cm³
• CAS DataBase Reference: 4'-METHOXY-BIPHENYL-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHOXY-BIPHENYL-2-CARBALDEHYDE(16064-04-3)
• EPA Substance Registry System: 4'-METHOXY-BIPHENYL-2-CARBALDEHYDE(16064-04-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 16064-04-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4'-Methoxy-biphenyl-2-carbaldehyde is used as a building block in the synthesis of various pharmaceuticals for its versatile intermediate properties. Its aromatic and aldehydic functional groups contribute to the development of a wide range of fine chemicals and pharmaceuticals.
Used in Agrochemical Industry:
In the agrochemical industry, 4'-Methoxy-biphenyl-2-carbaldehyde serves as a key intermediate in the production of various agrochemicals, leveraging its chemical properties to create effective compounds for agricultural applications.
Used in Organic Synthesis:
4'-Methoxy-biphenyl-2-carbaldehyde is utilized as a versatile intermediate in organic synthesis, where its functional groups facilitate the creation of a diverse array of organic compounds for various applications.
Used in Materials Science:
4'-METHOXY-BIPHENYL-2-CARBALDEHYDE also finds potential applications in the field of materials science, where its unique properties can be harnessed to develop new materials with specific characteristics and functions.

Upstream product

• 153850-80-7 Isopropyl-[1-(4'-methoxy-biphenyl-2-yl)-meth-(E)-ylidene]-amine 
• 199939-18-9 2-[2-(4-methoxyphenyl)phenyl]-3-methyl-1,3-oxazolidin-4-one 
• 84392-30-3 2-<2-(4-methoxyphenyl)phenyl>oxazoline 
• 702706-51-2 (Z)-1-(4-methoxyphenyl)-7-(phenylsulfonyl)-3-heptene-1,5-diyne 
• 623-12-1 4-chloromethoxybenzene 
• 100-52-7 benzaldehyde 
• 74447-76-0 2-bromo-4'-methoxy-1,1'-biphenyl 
• 68-12-2 N,N-dimethyl-formamide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 583-55-1 1-Bromo-2-iodobenzene 
• 696-62-8 para-iodoanisole 
• 768-60-5 4-methoxyphenylacetylen 
• 702706-69-2 (Z)-1-(4-methoxyphenyl)-7-(phenylthio)-3-heptene-1,5-diyne 

Downstream Products

• 1039079-63-4 4'-methoxybiphenyl-2-carbaldehyde O-phenyl oxime 
• 1292302-49-8 2-methoxy-9-[(4-methylphenyl)sulfonylamino]fluorene 
• 1304460-90-9 C₂₁H₁₉NO₃S 
• 1319720-85-8 4'-methoxybiphenyl-2-carbaldehyde O-phenoxycarbonyl oxime 
• 125610-78-8 4'-methoxybiphenyl-2-carbonitrile 
• 1332500-55-6 10-(4-(trifluoromethyl)benzyl)-2-methoxyphenanthrene 
• 1332500-57-8 10-(4-fluorobenzyl)-2-methoxyphenanthrene 
• 1332500-59-0 10-(4-chlorobenzyl)-2-methoxyphenanthrene 
• 1332500-62-5 10-(4-methylbenzyl)-2-methoxyphenanthrene 
• 1332500-63-6 10-(4-tert-butylbenzyl)-2-methoxyphenanthrene 
• 1332500-64-7 10-benzyl-2-methoxyphenanthrene 
• 1332500-65-8 10-(3-methylbenzyl)-2-methoxyphenanthrene 
• 1332500-49-8 N'-((4'-methoxybiphenyl-2-yl)methylene)-4-methylbenzenesulfonohydrazide 
• 1399841-52-1 2-methoxy-9-phenyl-9H-fluorene 

Relevant articles and documents

First and mild synthesis of fluorene-9-malonic acid and some substituted derivatives via the intramolecular hydroarylation of 2-phenylbenzylidenemalonic acids

Hitherto unknown fluorene-9-malonic acid and some substituted derivatives were easily synthesized in very mild conditions through the intramolecular hydroarylation of 2-phenylbenzylidenemalonic acids issued from the corresponding biphenylcarboxaldehydes.

Direct dehydrogenative arylation of benzaldehydes with arenes using transient directing groups

The utilization of the transient directing strategy into the direct oxidative dehydrogenative arylation of aldehydes with arenes was reported for the first time. Featured by mild reaction conditions, good functional group compatibility, and great regiosel

A Photochemical Intramolecular C-N Coupling Toward the Synthesis of Benzimidazole-Fused Phenanthridines

Herein, we report a direct photochemical dehydrogenative C-N coupling of unactivated C(sp2)-H and N(sp2)-H bonds. The catalysts or additive-free transformation of 2-([1,1′-biphenyl]-2-yl)-1H-benzo[d]imidazole to benzo[4,5]imidazo[1,2-f]phenanthridine was achieved at ～350 nm of irradiation via ?-hydrogen abstraction. DFT calculations helped to understand that the N-H···πinteraction was essential for the reaction to proceed at a lower energy than expected.

Synthesis of Difluoromethylated and Phosphorated Spiro[5.5]trienones via Dearomative Spirocyclization of Biaryl Ynones

Copper- or silver-catalyzed cascade radical addition/dearomative spirocyclization of biaryl ynones with fluoroalkyl bromides or diethylphosphite has been realized for the first time. This method provides a novel and step-economical protocol for the divergent synthesis of a wide range of difluoromethylated or monofluoromethylated and phosphorated spiro[5.5]trienones in moderate to high yields.

K2S2O8-promoted radical trifluoromethylthiolation/spirocyclization for the synthesis of SCF3?featured spiro[5,5]trienones

A direct and efficient strategy for the trifluoromethylthiolation and dearomatization of biaryl ynones with stable and readily available AgSCF3 has been developed. The reaction occurs smoothly in the presence of K2S2O8 via a 6-exo-trig radical cyclization, providing a variety of SCF3-containing spiro [5,5]trienones in good yields.

Electrochemical Decarboxylative Cyclization of α-Amino-Oxy Acids to Access Phenanthridine Derivatives

Phenanthridines are a class of useful heterocycles in the field of drug development. In this work, a method via electrochemical decarboxylative cyclization of α-amino-oxy acids to access phenanthridine derivatives was developed. This reaction proceeded th

Chromium-Catalyzed Selective Cross-Electrophile Coupling between Unactivated C(aryl)-F and C(aryl)-O Bonds

Chemically inert C(aryl)-F bonds have rarely been used to couple with other unactivated bonds, and this remains a challenge because of the difficulty of the successive cleavage of two unactivated bonds by metal catalysis. We report here the chromium-catalyzed cleavage of chemically inert C(aryl)-F bonds for coupling with unactivated C(aryl)-O bonds, allowing cross-electrophile coupling between unreactive aryl fluorides and aryl esters to be achieved in high regio- and chemoselectivity. The reactive Cr, which was formed in situ by reducing CrCl2, enables cleavage of the o-C(aryl)-F bonds to afford monovalent and quartet cyclochromate; subsequent bipyridyl-enabled insertion into the ester C(aryl)-O bond followed by reductive elimination allowed the orthogonal coupling of these two different and unactivated bonds. Mechanistic studies indicate that the bipyridyl ligand greatly enhances the reactivity of Cr in the cleavage of C(aryl)-O bonds, and the second oxidative addition may occur sluggishly compared with the reductive elimination in the catalytic cycle.

“TPG-lite”: A new, simplified “designer” surfactant for general use in synthesis under micellar catalysis conditions in recyclable water

Using the oxidized, carboxylic acid-containing form of MPEG-750, esterification with racemic vitamin E affords a new surfactant (TPG-lite) that functions as an enabling, nanoreactor-forming amphiphile for use in many types of important reactions in synthesis. The presence of a single ester bond is suggestive of simplified treatment as a component of (eventual) reaction waste water, after recycling. Many types of reactions, including aminations, Suzuki-Miyaura, SNAr, and several others are compared directly with TPGS-750-M, leading to the conclusion that TPG-lite can function as an equivalent nanomicelle-forming surfactant in water. Prima facie evidence amassed via DLS and cryo-TEM analyses support these experimental observations. In silico evaluations of the aquatic toxicity and carcinogenicity of TPG-lite indicate that it is safe to use.

Alkylative Dearomatization by Using an Unactivated Aryl Nitro Group as a Leaving Group: Access to Diversified Alkylated Spiro[5.5]trienones

The cleavage of an unactivated aryl nitro group triggered by alkyl radicals enables a dearomative cyclization, affording diversified alkylated spiro[5.5]trienones in good yields. Using readily available compounds (toluene and analogues, alkanes, ethers, ketones, etc.) as alkylating reagents, various alkyls have been implanted into the spirocycles via C(sp3)-H and Ar-NO2 bond activation with high functional group tolerance. This protocol provides a distinct method for the activation of the aryl nitro group.

DTBP-Mediated Cascade Spirocyclization and Dearomatization of Biaryl Ynones: Facile Access to Spiro[5.5]trienones through C(sp3)?H Bond Functionalization

Oxidative radical cascade spirocyclization and dearomatization of biary ynones with a variety of hydrocarbons including toluenes, ethers, ketones, and alkanes has been developed to construct alkyl substituted spiro[5.5]trienones.