14002-52-9

Basic information

• Product Name: [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE-
• Synonyms: [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE-;2-Biphenylcarbonyl chloride;2-Phenylbenzoyl chloride;Biphenyl-2-carboxylic acid chloride
• CAS NO: 14002-52-9
• Molecular Formula: C₁₃H₉ClO
• Molecular Weight: 216.67
• Mol File: 14002-52-9.mol
• Article Data: 80

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE-(14002-52-9)
• EPA Substance Registry System: [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE-(14002-52-9)

Safety Data

• Hazardous Substances Data: 14002-52-9(Hazardous Substances Data)

Usage

General Description

[1,1'-BIPHENYL]-2-CARBONYL CHLORIDE is a chemical compound with the molecular formula C13H9ClO. It is a chlorinated derivative of biphenyl with a carbonyl group attached to the 2nd carbon atom. [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE- is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes. It is also used in organic synthesis as a reagent for the introduction of the benzoyl group. Additionally, [1,1'-BIPHENYL]-2-CARBONYL CHLORIDE is known for its use in the production of various polymers and plastics. It is important to handle this compound with caution as it is a reactive and potentially hazardous chemical.

Upstream product

• 7719-09-7 thionyl chloride 
• 947-84-2 2-Biphenylcarboxylic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 88-67-5 2-Iodobenzoic acid 
• 26260-02-6 2-iodobenzaldehyde 
• 2113-51-1 2-iodobiphenyl 
• 79-37-8 oxalyl dichloride 
• 98-80-6 phenylboronic acid 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 
• 486-25-9 9-fluorenone 
• 610-97-9 o-iodo-methyl-benzoic acid 

Downstream Products

• 27125-79-7 Biphenyl-2-carboxylic acid (biphenyl-2-carbonyloxy)-phenyl-amide 
• 168162-46-7 (E)-methyl {4,4-difluoro-1-[4-(2-phenylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzoazepine-5-ylidene}acetate 
• 168162-45-6 (Z)-methyl {4,4-difluoro-1-[4-(2-phenylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzoazepine-5-ylidene}acetate 

Relevant articles and documents

Palladium-catalyzed annulation of 2-substituted silylethynyloxybiaryls through δ-C-H activation

The intramolecular hydroarylation of 2-(silylethynyloxy)-biphenyls takes place with the aid of a palladium catalyst to give 6-methylene-6H-d ibenzo[b,d]pyrans. The product can be transformed into 6,6-disubstituted dibenzopyrans via protodesilylation, foll

Novel benzimidazole derivatives as electron-transporting type host to achieve highly efficient sky-blue Phosphorescent organic light-emitting diode (PHOLED) device

The development of benzimidazole substituted biphenyls as electron-transporting hosts for bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium-(III) is reported. Under the optimized conditions, the organic light-emitting diode (OLED) a

Mechanochemical-Cascaded C-N Cross-Coupling and Halogenation Using N-Bromo- And N-Chlorosuccinimide as Bifunctional Reagents

Exploration of alternative energy sources for chemical transformations has gained significant interest from chemists, and mechanochemistry is one of those sources. Herein, we report the use of N-bromosuccinimides (NBS) and N-chlorosuccinimides (NCS) as bifunctional reagents for a cascaded C-N bond formation and subsequent halogenation reactions. Under the solvent-free mechanochemical (ball-milling) conditions, the synthesis of a wide range of phenanthridinone derivatives from N-methoxy-[1,1′-biphenyl]-2-carboxamides is accomplished. During the reactions, NBS and NCS first assisted the oxidative C-N coupling reaction and subsequently promoted a halogenation reaction. Thus, the role of NBS and NCS was established to be bifunctional. Overall, a mild, solvent-free, convenient, one-pot, and direct synthesis of various bromo- and chloro-substituted phenanthridinone derivatives was achieved.

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Aryne Multicomponent Reactions by Directed C?H Activation

Arylation via ortho C?H activation by the aid of directing groups has been explored recently by many researchers. Herein, a palladium-catalyzed C?H arylation using 8-aminoquinoline as a bidentate directing group has been developed. The reaction furnishes only C?H arylation, unlike previous methods where cyclization to corresponding isoquinolones is observed. More interestingly, sequential C?H functionalization was observed when methylacrylate and acrylonitrile was added; this led to C?H olefination with the aryl group, which was installed from the aryne precursor.