216017-01-5

Basic information

• Product Name: 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)-
• Synonyms: 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)-;4-Benzyl-4'-methylbiphenyl
• CAS NO: 216017-01-5
• Molecular Formula: C20H18
• Molecular Weight: 258
• Mol File: 216017-01-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)-(216017-01-5)
• EPA Substance Registry System: 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)-(216017-01-5)

Safety Data

• Hazardous Substances Data: 216017-01-5(Hazardous Substances Data)

Usage

General Description

1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)- is a chemical compound that consists of two benzene rings connected by a single carbon-carbon bond with a 4-methyl-4'-(phenylmethyl)- substituent. It is also known as DMNP (4-dimethylaminonaphthalene) and is commonly used as a fluorescence probe in biological and environmental research. 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)- is insoluble in water but soluble in organic solvents such as acetone, ethyl acetate, and methanol. It has a molecular weight of 270.36 g/mol and is primarily used for its fluorescent properties in various applications, including the detection and analysis of proteins, lipids, and nucleic acids. Additionally, it is used in the production of dyes, pharmaceuticals, and organic intermediates. Overall, 1,1'-Biphenyl, 4-methyl-4'-(phenylmethyl)- is a versatile compound with valuable applications in scientific research and industrial production.

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Relevant articles and documents

Pd-catalyzed, highly selective C(sp2)-Br bond coupling reactions of o-(or m-, or p-) chloromethyl bromobenzene with arylboronic acids

Highly selective C(sp2)–C(sp2) cross-coupling of dihalogenated hydrocarbons comprising C(sp2)–Br and C(sp3)–Cl bonds with arylboronic acids is reported. This highly selective coupling reaction of the C(sp2)–Br bond is successfully achieved using Pd(OAc)2 and PCy3·HBF4 as the palladium source and ligand, respectively. A series of chloromethyl-1,1′-biphenyl compounds are obtained in moderate-to-excellent yields. Moreover, this protocol can be extended to the one-pot dual arylation of 1-bromo-4-(chloromethyl)benzene with two arylboronic acids, leading to diverse unsymmetrical 4-benzyl-1,1′-biphenyl derivatives.

Parallel and combinatorial liquid-phase synthesis of alkylbiphenyls using pentaerythritol support

Unfunctionalized alkylbiphenyls were fabricated by a parallel and combinatorial synthesis using pentaerythritol as a tetrapodal soluble support for a sulfonate-based traceless multifunctional linker system. Nickel N-heterocyclic carbene-catalyzed reactions of pentaerythritol tetrakis(biphenylsulfonate)s with primary alkylmagnesium bromides generated the alkylbiphenyl derivatives by desulfitative cleavage/cross-coupling of the C-S bond without any memory of the attachment on the support. Though the reactions were completed with sufficient yields in 12 h at room temperature, even with only 1.5 equiv of nucleophiles, they still retained the benefits of facile isolation observed in polymer-supported reactions.

Kumada-Tamao-Corriu coupling of heteroaromatic chlorides and aryl ethers catalyzed by (IPr)Ni(allyl)Cl

The complex (IPr)Ni(allyl)Cl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazolidene) catalyzes the cross-coupling reactions of heteroaromatic chlorides with aryl Grignard reagents. Catalyst loadings as low as 0.1 mol % have been used to afford the products in excellent yields. This nickel-based catalytic system also promotes the activation of the CAr-O bond of anisoles in the Kumada-Tamao-Corriu reaction under fairly mild conditions.