885267-15-2

Basic information

• Product Name: 3-(3-Bromophenyl)cyclobutanone
• Synonyms: 3-(3-bromophenyl)cyclobutan-1-one;3-(3-Bromophenyl)cyclobutanone;Cyclobutanone, 3-(3-bromophenyl)-
• CAS NO: 885267-15-2
• Molecular Formula: C₁₀H₉BrO
• Molecular Weight: 225.08
• Mol File: 885267-15-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 307.4 °C at 760 mmHg
• Flash Point: 100.3 °C
• Appearance: /
• Density: 1.522g/cm³
• Vapor Pressure: 0.000728mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(3-Bromophenyl)cyclobutanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-Bromophenyl)cyclobutanone(885267-15-2)
• EPA Substance Registry System: 3-(3-Bromophenyl)cyclobutanone(885267-15-2)

Safety Data

• Hazardous Substances Data: 885267-15-2(Hazardous Substances Data)

Usage

General Description

3-(3-Bromophenyl)cyclobutanone is a chemical compound with the molecular formula C10H9BrO. It is a cyclobutanone derivative with a bromophenyl substituent at the 3-position. 3-(3-Bromophenyl)cyclobutanone is a solid, orange-brown powder and is primarily used as a building block in organic synthesis and pharmaceutical research. It has been studied for its potential biological activities, including its role as a potential anti-cancer agent. Additionally, 3-(3-Bromophenyl)cyclobutanone may have applications in material science and as a precursor for the synthesis of other potentially valuable chemical compounds.

InChI:InChI=1/C10H9BrO/c11-9-3-1-2-7(4-9)8-5-10(12)6-8/h1-4,8H,5-6H2

Upstream product

• 463-51-4 Ketene 
• 2039-86-3 3-bromostyrene 
• 140-89-6 potassium ethyl xanthogenate 
• 76-02-8 trifluoroacetyl chloride 
• 127-19-5 N,N-dimethyl acetamide 
• 108-75-8 2,4,6-trimethyl-pyridine 

Downstream Products

• 1376692-37-3 4-(3-bromophenyl)dihydrofuran-2(3H)-one 
• 1418274-34-6 3-(3-Bromophenyl)-1-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)cyclobutanol 
• 1418274-09-5 C₃₀H₂₄Cl₃NO₅ 
• 1418274-35-7 3-(3-Cyanophenyl)-1-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)cyclobutanol 
• 1418274-11-9 C₃₁H₂₇Cl₃N₂O₆S 
• 1418274-37-9 3-(3-(Benzylthio)phenyl)-1-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)cyclobutanol 
• 1418274-13-1 1-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-(3-(methylsulfonyl)phenyl)cyclobutanol 
• 1418274-47-1 3-((1s,3s)-3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxycyclobutyl)benzoic acid 
• 1418274-49-3 3-((1s,3s)-3-(2-chloro-4-((5-cyclopropyl-3-(2.6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxycyclobutyl)-N-(methylsulfonyl)benzamide 
• 1418274-12-0 3-(3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxycyclobutyl)benzenesulfonamide 
• 1418274-38-0 3-(3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxycyclobutyl)benzene-1-sulfonyl chloride 
• 1065168-46-8 [3-(3-Bromo-phenyl)-cyclobutylidene]-acetic acid methyl ester 
• 931430-34-1 [3-(3-Bromo-phenyl)-cyclobutylidene]-acetic acid ethyl ester 
• 1431299-16-9 (R)-4-(3-bromophenyl)dihydrofuran-2(3H)-one 

Relevant articles and documents

Directing-Group-Based Strategy Enabling Intermolecular Heck-Type Reaction of Cycloketone Oxime Esters and Unactivated Alkenes

A new type of coupling between unactivated olefins and nonstabilized alkyl radicals was achieved, which enabled the first intermolecular Heck-type reaction of cycloketone oxime esters and unactivated alkenes. This directing-group-based strategy was compatible with various unactivated alkenes and cyclobutanone-, cyclopentanone-, and cyclohexanone-derived oxime esters. Density functional theory calculations showed that both excellent regioselectivities and good diastereoselectivities could be ascribed to the 2-butanol-assisted concerted H-OBz elimination of the conformationally strained metallacyclic transition state.

Baeyer–Villiger monooxygenase-catalyzed desymmetrizations of cyclobutanones. Application to the synthesis of valuable spirolactones

A series of γ-butyrolactone derivatives, including some spiranic ones, was obtained through desymmetrization of the corresponding prochiral 3-substituted cyclobutanones via Baeyer–Villiger monooxygenase (BVMO)-catalyzed oxidation. After reaction optimization using several commercial enzymes, both antipodes of various lactones were synthesized in most cases with >90% conversion and >80% enantiomeric excess under mild reaction conditions. In some cases alcohol formation was also observed (up to 40% conversion) as an undesired side reaction due to the presence of alcohol dehydrogenases in these preparations. Selected transformations were achieved on a 100 mg scale showing the possibilities of these oxidative biocatalysts as a new source of highly interesting compounds.

NOVEL FXR (NR1H4) BINDING AND ACTIVITY MODULATING COMPOUNDS

The present invention relates to compounds which bind to the NR1H4 receptor (FXR) and act as agonists of FXR. The invention further relates to the use of the compounds for the preparation of a medicament for the treatment of diseases and/or conditions through binding of said nuclear receptor by said compounds and to a process for the synthesis of said compounds.