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

• 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.

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.

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.

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

Design and development of FGF-23 antagonists: Definition of the pharmacophore and initial structure-activity relationships probed by synthetic analogues

Hereditary hypophosphatemic disorders, TIO, and CKD conditions are believed to be influenced by an excess of Fibroblast Growth Factor-23 (FGF-23) which activates a binary renal FGFRs / α-Klotho complex to regulate homeostatic metabolism of phosphate and vitamin D. Adaptive FGF-23 responses from CKD patients with excess FGF-23 frequently lead to increased mortality from cardiovascular disease. A reversibly binding small molecule therapeutic has yet to emerge from research and development in this area. Current outcomes described in this work highlight efforts related to lead identification and modification using organic synthesis of strategic analogues to probe structure-activity relationships and preliminarily define the pharmacophore of a computationally derived hit obtained from virtual high-throughput screening. Synthetic strategies for the initial hit and analogue preparation, as well as preliminary cellular in vitro assay results highlighting sub micromolar inhibition of the FGF-23 signaling sequence at a concentration well below cytotoxicity are reported herein.