36393-42-7

Basic information

• Product Name: 4'-Methylbiphenyl-4-carbaldehyde
• Synonyms: AKOS BAR-0058;4'-METHYL[1,1'-BIPHENYL]-4-CARBALDEHYDE;4'-METHYL[1,1'-BIPHENYL]-4-CARBOXALDEHYDE;4'-METHYL-4-FORMYLBIPHENYL;4'-METHYLBIPHENYL-4-CARBALDEHYDE;4'-METHYL-BIPHENYL-4-CARBOXALDEHYDE;4-(4-METHYLPHENYL)BENZALDEHYDE;[1,1'-BIPHENYL]-4-CARBOXALDEHYDE, 4'-METHYL-
• CAS NO: 36393-42-7
• Molecular Formula: C₁₄H₁₂O
• Molecular Weight: 196.24
• Mol File: 36393-42-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 104-108 °C
• Boiling Point: 338.3 °C at 760 mmHg
• Flash Point: 184.7 °C
• Appearance: /
• Density: 1.074 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4'-Methylbiphenyl-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methylbiphenyl-4-carbaldehyde(36393-42-7)
• EPA Substance Registry System: 4'-Methylbiphenyl-4-carbaldehyde(36393-42-7)

Safety Data

• Hazard Codes: Xn,N,Xi
• Statements: 22-51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 36393-42-7(Hazardous Substances Data)

Usage

Uses

4''-methyl-[1,1''-biphenyl]-4-carbaldehyde is a useful intermediate for organic synthesis.

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 106-43-4 para-chlorotoluene 
• 106-38-7 para-bromotoluene 
• 624-31-7 4-tolyl iodide 
• 623-12-1 4-chloromethoxybenzene 
• 696-62-8 para-iodoanisole 
• 5720-05-8 4-methylphenylboronic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 145240-28-4 4-butylphenylboronic acid 
• 5142-75-6 tri(p-tolyl)bismuth 
• 39895-56-2 4-hydroxymethyl-benzylamine 
• 87199-17-5 4-formylphenylboronic acid, 
• 29304-88-9 7-(4-Tolyl)-1,3,5-cycloheptatrien 

Downstream Products

• 36524-20-6 2-[(E)-2-(4'-Methyl-biphenyl-4-yl)-vinyl]-benzo[c]phenanthrene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 1072896-76-4 p-methoxyphenyl (3,5,9-trideoxy-5-glycolamido-9-(4'-methyl-4-biphenyl)-methylamino-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside 
• 1240307-10-1 1-((4′-methyl-[1,1′-biphenyl]-4-yl)methyl)azetidine-3-carboxylic acid 
• 1380048-91-8 (S)-2-{(R)-hydroxy[4'-methyl-1,1'-biphenyl-4-yl]methyl}cyclopentanone 
• 229006-86-4 3-(4-methylphenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one 
• 229006-88-6 2-(4-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carboxylic acid 
• 274673-50-6 3-p-tolyl-8,9-dihydro-7H-benzocycloheptene-6-carboxylic acid methyl ester 
• 229008-29-1 N-(4-hydroxymethylphenyl)-2-(4-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carboxamide 
• 229008-30-4 N-(4-chloromethylphenyl)-2-(4-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carboxamide 
• 229005-80-5 TAK-779 
• 101671-00-5 (E)-2-(4-methylphenyl)-1-nitroethene 

Relevant articles and documents

Gold Catalysts Can Generate Nitrone Intermediates from a Nitrosoarene/Alkene Mixture, Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/Benzylidene Rearrangement

Gold-catalyzed reactions of cycloheptatrienes with nitrosoarenes yield nitrone derivatives efficiently. This reaction sequence enables us to develop gold-catalyzed aerobic oxidations of cycloheptatrienes to afford benzaldehyde derivatives using CuCl and nitrosoarenes as co-catalysts (10-30 mol %). Our density functional theory calculations support a novel nitroso-activated rearrangement, tropylium → benzylidene. With the same nitrosoarenes, we developed their gold-catalyzed [2 + 2 + 1]-annulations between nitrosobenzene and two enol ethers to yield 5-alkoxyisoxazolidines using 1,4-cyclohexadienes as hydrogen donors.

Metal-Free Aryl Cross-Coupling Directed by Traceless Linkers

The metal-free, highly selective synthesis of biaryls poses a major challenge in organic synthesis. The scope and mechanism of a promising new approach to (hetero)biaryls by the photochemical fusion of aryl substituents tethered to a traceless sulfonamide linker (photosplicing) are reported. Interrogating photosplicing with varying reaction conditions and comparison of diverse synthetic probes (40 examples, including a suite of heterocycles) showed that the reaction has a surprisingly broad scope and involves neither metals nor radicals. Quantum chemical calculations revealed that the C?C bond is formed by an intramolecular photochemical process that involves an excited singlet state and traversal of a five-membered transition state, and thus consistent ipso–ipso coupling results. These results demonstrate that photosplicing is a unique aryl cross-coupling method in the excited state that can be applied to synthesize a broad range of biaryls.

SYSTEM FOR CONTROLLING THE REACTIVITY OF BORONIC ACIDS

A protected organoboronic acid includes a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. A method of performing a chemical reaction includes contacting a protected organoboronic acid with a reagent, the protected organoboronic acid including a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. The organic group is chemically transformed, and the boron is not chemically transformed.