131118-02-0

Basic information

• Product Name: 2-BROMO-2'-METHOXYBENZOPHENONE
• Synonyms: 2-BROMO-2'-METHOXYBENZOPHENONE
• CAS NO: 131118-02-0
• Molecular Formula: C₁₄H₁₁BrO₂
• Molecular Weight: 291.14
• Mol File: 131118-02-0.mol

Chemical Properties

• Boiling Point: 415.6°C at 760 mmHg
• Flash Point: 205.2°C
• Appearance: /
• Density: 1.401g/cm³
• Vapor Pressure: 4.06E-07mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 2-BROMO-2'-METHOXYBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2'-METHOXYBENZOPHENONE(131118-02-0)
• EPA Substance Registry System: 2-BROMO-2'-METHOXYBENZOPHENONE(131118-02-0)

Safety Data

• Hazardous Substances Data: 131118-02-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11BrO2/c1-17-13-9-5-3-7-11(13)14(16)10-6-2-4-8-12(10)15/h2-9H,1H3

Upstream product

• 1350618-11-9 S-ethyl 2-bromobenzothioate 
• 88-65-3 2-bromobenzoic-acid 
• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 1284451-83-7 C₁₄H₁₃BrO₂ 

Downstream Products

• 1284451-83-7 C₁₄H₁₃BrO₂ 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of Diaryl Ketones with Ethanol Catalyzed by Chiral NCP Pincer Iridium Complexes

The use of a chiral (NCP)Ir complex as the precatalyst allowed for the discovery of asymmetric transfer hydrogenation of diaryl ketones with ethanol as the hydrogen source and solvent. This reaction was applicable to various ortho-substituted diaryl keontes, affording benzhydrols in good yields and enantioselectivities. This protocol could be carried out in a gram scale under mild reaction conditions. The utility of the catalytic system was highlighted by the synthesis of the key precursor of (S)-neobenodine.

Chiral electron-rich PNP ligand with a phospholane motif: Structural features and application in asymmetric hydrogenation

Despite the remarkable reactivity that was achieved by a series of transition-metal catalysts with a PNP type ligand, the electron-rich chiral PNP ligands have still been rarely reported because of the difficulties in synthesis and the nature of air-sensitivity. Herein, we report a novel chiral PNP ligand (Heng-PNP) with both a rigid backbone and a bulky tert-butyl group on the phospholane motif. We successfully obtained its divalent iron complex. The chiral environment of its Ir(III) complex was also discussed with quadrant analysis. This tridentate ligand was applied in iridium-catalyzed asymmetric hydrogenation of challenging diaryl ketones: up to 98% ee and 500 TON are achieved. Computational study showed that the twist of conjugate aryl group in the substrate (induced by the special chiral pocket of Ir/Heng-PNP complex) leads to the energy difference in the enantiodetermining step.

Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: Synthesis of 2-aroylbenzoate derivatives

We have developed a carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters featuring a new protocol for the carbonylative coupling of aryl bromides with boronic acids and a new strategy to favour carbonylative over non-carbonylative reactions. Two different synthetic pathways-(i) the alkoxycarbonylation of 2-bromo benzophenones and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters-were evaluated. The latter approach provided a broader substrate tolerance, and thus was the preferred pathway. We observed that 2-substituted aryl bromides were challenging substrates for carbonylative chemistry favouring the non-carbonylative pathway. However, we found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.

Synthesis of diaryl ketones via a phosphine-free Fukuyama reaction

The synthesis of unsymmetrical diaryl ketones via the Fukuyama coupling of thioesters and organozinc reagents is described. Typically, the synthesis of diaryl ketones using this methodology provides low yields. The simple complex, Pd(dba)2, was found to convert a variety of aryl thioesters to diaryl ketones in good yields. The Royal Society of Chemistry 2011.

Novel β-D-phenylthioxylosides, their method of preparation and their use as pharmaceuticals

The present invention relates to β-D-phenylthioxyloside compounds selected from the group consisting of: (i) the β-D-phenylthioxylosides of the formula: STR1 in which: R1 and R2, which can be identical or different, which represent a hydrogen atom or a trifluoromethy or cyano group, A represents CHOH or CO and Y represents a hydrogen atom or an acyl group; and (ii) epimers thereof when A is CHOH. The said β-D-phenylthioxyloside compounds are useful in therapy as antithrombotics.