15547-89-4

Basic information

• Product Name: 2-(3-METHOXYPHENYL)CYCLOHEXANONE
• Synonyms: 2-(3-METHOXYPHENYL)CYCLOHEXANONE;2-(3-METHOXYPHENYL)CYCLOHEXANONE, TECH., 90%;2-(3-Methoxyphenyl)cyclohexanone, tech.,90%;2-(3-Methoxyphenyl)cyclohexanone,90%,tech.;2-(3-Methoxyphenyl)cyclohexanone technical grade, 90%;2-(3-METHOXYPHENYL)CYCLOHEXANON;2-(3-methoxyphenyl)cyclohexan-1-one
• CAS NO: 15547-89-4
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26
• EINECS: 239-602-5
• Product Categories: C13 to C14;Carbonyl Compounds;Ketones
• Mol File: 15547-89-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 140-142°C 0,2mm
• Flash Point: >230 °F
• Appearance: /
• Density: 1.1 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000144mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• CAS DataBase Reference: 2-(3-METHOXYPHENYL)CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-METHOXYPHENYL)CYCLOHEXANONE(15547-89-4)
• EPA Substance Registry System: 2-(3-METHOXYPHENYL)CYCLOHEXANONE(15547-89-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 15547-89-4(Hazardous Substances Data)

Usage

Description

2-(3-Methoxyphenyl)cyclohexanone is an aromatic ketone that exists as a clear, colorless liquid. It is known for its role in the synthesis of various organic compounds, particularly octahydrophenanthrene and 9-azamorphinan, which are important intermediates in the production of morphinans.

Uses

Used in Pharmaceutical Industry:
2-(3-Methoxyphenyl)cyclohexanone is used as a starting reagent for the synthesis of octahydrophenanthrene, an important intermediate in the production of morphinans. It plays a crucial role in the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Organic Chemistry:
2-(3-Methoxyphenyl)cyclohexanone is also utilized in the synthesis of 2-methyl-5-phenyl morphan, a compound with potential applications in various fields of organic chemistry. Its versatility as a starting material makes it valuable for the creation of a wide range of chemical products.

Synthesis Reference(s)

The Journal of Organic Chemistry, 20, p. 1197, 1955 DOI: 10.1021/jo01126a008

InChI:InChI=1/C13H16O2/c1-15-11-6-4-5-10(9-11)12-7-2-3-8-13(12)14/h4-6,9,12H,2-3,7-8H2,1H3/t12-/m0/s1

Upstream product

• 408308-18-9 6-(3-methoxy-phenyl)-cyclohex-3-enone 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 822-87-7 2-Chlorocyclohexanone 
• 21300-30-1 lithium 1-cyclohexenolate 
• 100-66-3 methoxybenzene 
• 766-51-8 2-Chloroanisole 
• 108-94-1 cyclohexanone 
• 766-85-8 3-methoxy-1-iodobenzene 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 2562-37-0 1-nitrocyclohexene 
• 31600-88-1 m-methoxyphenyllithium 
• 2398-37-0 3-methoxyphenyl bromide 
• 768-66-1 2,2,6,6-tetramethyl-piperidine 
• 286-20-4 cyclohexane-1,2-epoxide 

Downstream Products

• 106740-45-8 [2-(3-methoxy-phenyl)-cyclohex-1-enyl]-acetic acid 
• 58559-70-9 3-[1-(3-methoxy-phenyl)-2-oxo-cyclohexyl]-propionitrile 
• 75209-39-1 morpholine enamine of 2-(m-methoxyphenyl)cyclohexanone 
• 76778-38-6 2-ethyl-2-(3-methoxyphenyl)cyclohexanone 
• 53661-21-5 2-(2-dimethylamino-ethyl)-2-(3-methoxy-phenyl)-cyclohexanone 
• 1884-40-8 6-(3-methoxyphenyl)-6-oxohexanoic acid 
• 19626-25-6 2-(3-methoxyphenyl)-2-ethoxycarbonylmethylcyclohexanone 
• 440089-99-6 7-(3,4-dimethoxyphenyl)oxepan-2-one 
• 440090-07-3 2-(3-methoxyphenyl)-2,3,4,5-tetradihydrooxepine 
• 100850-47-3 3'-methoxy-4,5-dihydro-[1,1'-biphenyl]-2(3H)-one 
• 76778-39-7 (E)-6-(3-methoxyphenyl)oct-5-enonitrile 
• 76778-40-0 (E)-6-(3-methoxyphenyl)oct-5-enamide 
• 15548-02-4 2-ethyl-2-(3-methoxyphenyl)cyclohexanone oxime 
• 75209-53-9 9-hydroxy-1-(m-methoxyphenyl)bicyclo<3.3.1>nonane 

Relevant articles and documents

PREPARATION AND REACTIVITY OF λ6-VERATROLEMANGANESE TRICARBONYL TETRAFLUOROBORATE

Reaction of pentacarbonylmanganese tetrafluoroborate with veratrole (1,2-dimethoxybenzene) affords η6-veratrolemanganese tricarbonyl tetrafluoroborate in 66percent yield.This complex does not react satisfactorily with alkyllithium compounds, but it does undergo highly regioselective reaction with the lithium enolate of cyclohexanone, ortho to the MeO substituent.The product was converted to 2-(2,3-dimethoxyphenyl)cyclohexanone, thereby giving a novel and unique method for regioselective functionalization of veratrole.Similarly, anisolemanganese tricarbonyl tetrafluoroborate, and 4-bromoveratrolemanganese tricarbonyl tetrafluoroborate were prepared and their reactivity toward the enolate nucleophile was examined.

NMDA receptor antagonist and use thereof

The present invention relates to an NMDA receptor antagonist and use thereof. The NMDA receptor antagonist is a compound as shown in the formula I, and pharmaceutically acceptable salts, enantiomers, diastereoisomers, tautomers, solvates, isotope substitutes, polymorphic substances, prodrugs or metabolites thereof, and in the formula, ring A, ring B and R2 are as described in the specification. The invention also provides pharmaceutical compositions containing the compounds, and applications of the compounds in preparation of drugs for treating or preventing NMDA receptor mediated diseases.

Diversity-Oriented Synthesis of Bioactive Azaspirocycles

A collection of novel azaspirocyclic β-arylethylamines was prepared in good yield and excellent diastereoselectivity by an expedient strategy that features condensation of a cyclic ketone with an amino allylsilane and a tandem aza-Sakurai cyclization to generate several different spirocyclic N-heterocycles. Subsequent elaboration of the spirocyclic scaffold was achieved via Pictet-Spengler cyclizations, Suzuki cross-coupling reactions, N-functionalizations, and olefin refunctionalization reactions to create a diverse library of compounds, several of which have nanomolar affinity for the sigma 1 receptor and transmembrane protein 97 (TMEM97).