4894-75-1

Basic information

• Product Name: 4-Phenylcyclohexanone
• Synonyms: TIMTEC-BB SBB008578;4-PHENYLCYCLOHEXANONE;4-PHENYLCYCLOHEXANONE, 98+%;Cyclohexanone, 4-phenyl-;4-Phenylcyclohexanone 98%;4-Phenyl-1-cyclohexanone;4-Phenylcyclohexane-1-one;4-Phenylcyclohexan-1-one 98%
• CAS NO: 4894-75-1
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.24
• EINECS: 225-517-0
• Product Categories: Industrial/Fine Chemicals;Liquid Crystal intermediates;Miscellaneous;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 4894-75-1.mol
• Article Data: 110

Chemical Properties

• Melting Point: 73-77 °C(lit.)
• Boiling Point: 158-160°C 16mm
• Flash Point: 100°C
• Appearance: White to off-white/Crystalline Powder
• Density: 0.97 g/cm3 (25℃)
• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.5363 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform, Methanol
• Water Solubility: slightly soluble
• BRN: 2045904
• CAS DataBase Reference: 4-Phenylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylcyclohexanone(4894-75-1)
• EPA Substance Registry System: 4-Phenylcyclohexanone(4894-75-1)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4894-75-1(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 4894-75-1 differently. You can refer to the following data:
1. 4-Phenylcyclohexanone is used in the synthesis of CCR2 antagonists for the treatment of rheumatoid arthritis, atherosclerosis and other disease states. Also used in the preparation of coumarins via dehydrogenation and Heck coupling reactions.
2. 4-Phenylcyclohexanone was used in the preparation of new cardo diamine monomer, 1,1-bis[4-(4-aminophenoxy)phenyl]-4-phenylcyclohexane bearing a 4-phenylcyclohexylidene unit.

General Description

4-Phenylcyclohexanone undergoes Ruthenium-catalyzed reaction with tributylamine to yield 2-butyl-4-phenylcyclohexanone and 2,6-dibutyl-4-phenylcyclohexanone. Wittig reaction of 4-phenylcyclohexanone with (carbethoxymethylene)triphenylphosphorane under microwave irradiation has been investigated.

InChI:InChI=1/C12H14O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11H,6-9H2

Upstream product

• 128881-92-5 C₂₄H₂₄S₂ 
• 108164-51-8 1,1-diethylthio-4-phenylcyclohexane 
• 1444-93-5 4-phenyl-1,2-cyclohexanedicarboxylic acid 
• 5769-13-1 4-phenyl-cyclohexanol 
• 752948-89-3 4-Phenyl-1-nitrocyclohexan 
• 827-52-1 1-phenyl-1-cyclohexane 
• 5437-46-7 trans-4-phenylcyclohexanol 
• 25163-93-3 8-phenyl-1,4-dioxaspiro[4,5]decane 
• 930-68-7 cyclohexenone 
• 139021-96-8 9-phenyl-1,5-dithia-spiro[5.5]undecane 
• 29916-50-5 C₁₂H₁₄NO₂^(1-) 
• 81929-32-0 4-phenylcyclohexanone diethyl acetal 
• 13482-22-9 4-hydroxycyclohexanone 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 

Downstream Products

• 29071-43-0 trans-4-Phenyl-1-ethinylcyclohexanol 
• 29071-44-1 cis-1-ethynyl-4-phenylcyclohexanol 
• 5437-46-7 trans-4-phenylcyclohexanol 
• 7335-12-8 cis-4-phenylcyclohexanol 
• 750558-22-6 C₂₈H₂₆N₄O 
• 87143-17-7 4-phenyl-1-methylenecyclohexane 
• 138624-05-2 (4-isopropylidenecyclohexyl)benzene 
• 122948-47-4 4-phenylcyclohex-1-enyl trifluoromethanesulfonate 
• 158745-64-3 8-Phenyl-1-thia-4-aza-spiro[4.5]decane-3-carboxylic acid ethyl ester 

Relevant articles and documents

Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons

We report here a mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons. This process requires a copper catalyst but, in contrast with previous approaches based on palladium and nickel

Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides

As alcohols are ubiquitous throughout chemical science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, we demonstrate that the combination of anodic preparation of the alkoxy triphenylphosphonium ion and nickel-catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcohols and aryl bromides - both readily available chemicals - can be directly used as coupling partners. This nickel-catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.

INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND METHODS OF THEIR USE

There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the disclosure.