171046-94-9

Basic information

• Product Name: 3-(3-Methoxyphenyl)cyclopentanone
• Synonyms: 3-(3-Methoxyphenyl)cyclopentanone
• CAS NO: 171046-94-9
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.23836
• Mol File: 171046-94-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(3-Methoxyphenyl)cyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-Methoxyphenyl)cyclopentanone(171046-94-9)
• EPA Substance Registry System: 3-(3-Methoxyphenyl)cyclopentanone(171046-94-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 171046-94-9(Hazardous Substances Data)

Upstream product

• 95149-16-9 tris-(3-methoxy-phenyl)-bismuthane 
• 930-30-3 cyclopent-2-enone 
• 10365-98-7 3-methoxyphenylboronic acid 
• 141-97-9 ethyl acetoacetate 
• 5000-65-7 2-bromo-3'-methoxyacetophenone 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

• 118298-41-2 3-(3-methoxyphenyl)cyclopentane-1,1-dicarboxylic acid 
• 171046-99-4 3-(3-methoxyphenyl)cyclopentanecarboxylic acid 

Relevant articles and documents

Tricyclic Sulfoxide-Alkene Hybrid Ligands for Chiral Rh(I) Complexes: The "Matched" Diastereomer Catalyzes Asymmetric C-C Bond Formations

Deprotonation of phenyldibenzo[b,f]tropylidene (8) with LDA/t-BuOK followed by quenching with either diastereomer of inexpensive glucose-based t-Bu-sulfinate (R)- or (S)-11 affords a sulfoxide-alkene hybrid ligand as the diastereomeric pairs (SS,SC)-9/(SS,RC)-10 and (RS,RC)-9/(RS,SC)-10, respectively, which via chromatographic/recrystallization may be separated into the four isomers. The optically pure diastereomeric ligands (SS,SC)-9 and (SS,RC)-10 react with [RhCl(coe)2]2 to form the dinuclear complexes (RS,SC)-11 and (RS,RC)-12, respectively, in which the bidentate ligands coordinate the metal centers through the sulfur and alkene donor functions. These complexes catalyze the conjugate addition of arylboronic acids to cyclic Michael acceptors with enantioselectivities of up to 99% ee. DFT calculations show the preponderant influence of planar chirality of the ligand alkene function. The enantioselectivity switch observed between (RS,SC)-11 and (RS,RC)-12 is explained by the inverted cis-trans coordinations of the substrate molecules in catalytic steps.

Rh-catalyzed 1,4-addition of triallyl(aryl)silanes to α,β-unsaturated carbonyl compounds

Rh-catalyzed 1,4-addition of triallyl(aryl)silane to α,β-unsaturated carbonyl compounds was developed. Triallyl(aryl)silanes were used as air- and moisture-stable silicon nucleophiles. Allylsilanes were converted to silanols in situ and underwent transmetalation. This method can accept a wide range of functionalized triallyl(aryl)silane and α,β-unsaturated carbonyl compounds.

C1-symmetric monosubstituted chiral diene ligands in asymmetric rhodium-catalyzed 1,4-addition reactions

One trumps two: Monosubstituted chiral bicyclo[2.2.2]octadiene ligands, derived from carvone, form complexes with rhodium to catalyze the asymmetric addition of boronic acid substrates to α,β-unsaturated ketones (see scheme). The 1,4-adducts are produced