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
• Article Data: 73

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

General Description

4'-Methoxy-biphenyl-2-carbaldehyde is a chemical compound that belongs to the family of biphenyl derivatives. It is a white to off-white solid with a molecular formula C14H12O2 and a molecular weight of 212.25 g/mol. 4'-METHOXY-BIPHENYL-2-CARBALDEHYDE is often used as a building block in the synthesis of various organic compounds and is commonly employed in the pharmaceutical and agrochemical industries. It exhibits aromatic and aldehydic functional groups, making it a versatile intermediate in the production of various fine chemicals and pharmaceuticals. 4'-Methoxy-biphenyl-2-carbaldehyde is also known for its potential applications in the field of organic synthesis and materials science.

Upstream product

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• 6630-33-7 ortho-bromobenzaldehyde 
• 1018955-96-8 6-(4-methoxyphenyl)bicyclo[3.2.0]hept-2-en-6-ol 
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• 13033-50-6 N-(2-methoxybenzylidene)isopropylamine 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 135-02-4 ortho-anisaldehyde 
• 29304-87-8 7-(4-methoxyphenyl)cyclohepta-1,3,5-triene 
• 702706-51-2 (Z)-1-(4-methoxyphenyl)-7-(phenylsulfonyl)-3-heptene-1,5-diyne 
• 84392-30-3 2-<2-(4-methoxyphenyl)phenyl>oxazoline 

Downstream Products

• 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 
• 5385-22-8 naphth[1,2-e]acephenanthrylene 
• 238-04-0 naphtho[1,2-k]fluoranthene 
• 13837-48-4 2-methoxyphenanthrene 
• 1203-68-5 2-Phenylbenzaldehyde 

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.

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.

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.

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.

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.