942-93-8

Usage

Uses

Used in Pharmaceutical Industry:
5-chloro-1-phenylpentan-1-one is used as a precursor in the synthesis of pharmaceuticals for its ability to be a versatile building block in the creation of various chemical compounds.
Used in Fragrance and Flavoring Industry:
5-chloro-1-phenylpentan-1-one is used as a component in the production of fragrances and flavorings due to its slightly sweet odor and its potential for use in creating a wide range of chemical compounds.

InChI:InChI=1/C11H13ClO/c12-9-5-4-8-11(13)10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2

Upstream product

• 1575-61-7 5-Chlorovaleroyl chloride 
• 1078-58-6 diphenylzinc 
• 71-43-2 benzene 
• 6280-87-1 δ-chlorovaleronitrile 
• 4144-62-1 5-benzoylvaleric acid 
• 125943-29-5 N(5-chloro-1-phenyl-1-pentylidene)isopropylamine 
• 67888-71-5 N-(1-phenylethylidene)cyclohexylamine 
• 109-70-6 1.3-chlorobromopropane 
• 13466-32-5 acetophenone dimethylhydrazone 
• 20074-80-0 5-chloro-pentanal 
• 10297-05-9 1-chloro 4-iodobutane 
• 13939-06-5 molybdenum hexacarbonyl 
• 98-80-6 phenylboronic acid 
• 6940-78-9 4-chlorobutyl bromide 

Downstream Products

• 34008-70-3 5-methoxy-1-phenyl-pentan-1-one 
• 93436-58-9 dl-5-Chlor-1-(4-fluorphenyl)-1-phenyl-pentanol 
• 120589-89-1 3-phenyl-4,5,6,7-tetrahydro-N-ethyl-1H-1,2-diazepine-1-carbothioamide 
• 120590-02-5 2-(5-chloro-1-phenylpentylidene)-N-ethylhydrazinecarbothioamide 
• 28353-03-9 6-oxo-6-phenylhexanenitrile 
• 66860-66-0 δ-(Butylthio)valerophenone 
• 66860-65-9 δ-(Thiocyanato)valerophenone 
• 66860-69-3 1-phenyl-5-(phenylthio)pentan-1-one 
• 104311-89-9 4,5-epoxy-5-phenyl-1-chloropentane 
• 66860-64-8 5-iodo-1-phenyl-1-pentanone 
• 69573-42-8 5-azido-1-phenylpentan-1-one 
• 3240-29-7 1-Phenylpent-4-en-1-one 
• 98-86-2 acetophenone 
• 31848-96-1 7-chloro-3-phenylheptan-3-ol 

Relevant academic research and scientific papers

Ni-Catalyzed C(sp2)-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources

A Ni-catalyzed direct C-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as alkyl-radical precursors is described. The reaction forms a new C(sp3)-C(sp2) bondviathe selective cleavage of both C(sp3)-C(sp3) and C(sp2)-H bonds. This transformation shows a high functional-group tolerance and, due to the structural diversity of alkylsilyl peroxides, a wide range of alkyl chains including functional groups and complex structures can be introduced at theortho-position of readily availableN-quinolylbenzamide derivatives. Mechanistic studies suggest that the reaction involves a radical mechanism.

In-situ-generation of alkylsilyl peroxides from alkyl hydroperoxides and their subsequent copper-catalyzed functionalization with organosilicon compounds

Alkylsilyl peroxides were generated in situ from the corresponding alkyl hydroperoxides using organosilicon compounds of the type Me3SiX (X = CN, N3, and halogens) and an amine base. Subsequent in situ copper-catalyzed homolytic cleavage of the alkylsilyl peroxides afforded alkyl radicals, which were then trapped with X (X = CN, N3, and halogens) to furnish products with new carbon-carbon, carbon-nitrogen, or carbon-halogen bonds in good to high yields.

Copper-catalyzed radical ring-opening halogenation with HX

An efficient copper-catalyzed radical ring-opening halogenation with HX (aq) is described. This protocol features redox-neutral conditions, green halogen sources, and a broad substrate scope, providing practical access to distally chlorinated, brominated and iodinated alkyl ketones and alkyl nitriles with moderate to good yields. This journal is

Far-end halogenated alkyl ketone taking HX as halogen source and synthesis method of far-end halogenated alkyl ketone

The invention relates to a far-end halogenated alkyl ketone taking HX as a halogen source and a synthesis method of the far-end halogenated alkyl ketone. The method comprises the following steps that: cycloalkyl peroxy alcohol and a copper acetate catalyst are added in a nitrogen atmosphere, then HCl, HBr and an HI solution are added as halogens, and stirring is carried out at normal temperature; after a reaction is finished, sufficient water is added to extract a reaction solvent N-methyl pyrrolidone, performing washing with saturated saline solution, an organic phase is dried with anhydrous sodium sulfate, the organic phase is concentrated under reduced pressure, so that the solvent can be removed; and column chromatography is performed on the organic phase to obtain a target product. According to the far-end halogenated alkyl ketone taking the HX as the halogen source and the synthesis method of the far-end halogenated alkyl ketoneinvention, industrial bulk raw materials HCl, HBr and an HI solution are used as the halogen source, free radical halogenation of C-C bond cracking is realized, and the far-end halogenated alkyl alkyl ketone compound is obtained with high yield; the byproduct of the reaction is water, so that the environmental pollution is reduced, and the industrial production benefit is greatly improved.

Cu-Catalyzed: O -alkylation of phenol derivatives with alkylsilyl peroxides

A Cu-catalyzed O-alkylation of phenol derivatives using alkylsilyl peroxides as alkyl radical precursors is described. The reaction proceeds smoothly under mild reaction conditions and the use of two different ligands with a Cu catalyst provides a wide range of products. A mechanistic study suggested that the reaction proceeds via a radical mechanism. This journal is

Intramolecular Cyclization of Brominated Oxime Ether Promoted with Ytterbium(0) to the Synthesis of Cyclic Imines

The first utility of ytterbium(0) as a mediating-metal in the intramolecular cyclization of brominated oxime ether was reported in this paper. In contrast to the prior methods, the N–O bond was used as a receptor of nucleophilic reagent, rather than as a source of N-centered radicals. Cyclic imines were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions.

Visible-light-promoted site-specific and diverse functionalization of a c(sp3)-c(sp3) bond adjacent to an arene

We report here a strategy for inert C-C bond functionalization. Site-specific cleavage and functionalization of a saturated C(sp3)-C(sp3) bond via a visible-light-induced radical process have been achieved. The general features of this reaction are as follows. (1) Both linear and cyclic C(sp3)-C(sp3) bonds with a vicinal arene can be specifically functionalized. (2) One carbon is converted into a ketone, and another can be tunably converted into nitrile, peroxide, or halide. (3) The typical conditions include 1.0 mol % of Ru(bpy)3Cl2, 1.0 or 5.0 equiv of Zhdankin reagent, white CFL (24 W), open flask, and room temperature. These reactions offer powerful tools to modify carbon skeletons that are intractable by conventional methods. Good selectivity and functional group tolerance, together with mild and open air conditions, make these transformations valuable and attractive.

SMALL MOLECULE CMKLR1 ANTAGONISTS IN INFLAMMATORY DISEASE

α-NETA analogs are provided for the treatment of inflammatory disease.

Evaluation of bifunctional chiral phosphine oxide catalysts for the asymmetric hydrosilylation of ketimines

A series of bifunctional phosphine oxides have been prepared and evaluated as catalysts for the trichlorosilane mediated asymmetric hydrosilylation of ketimines. bis-Phosphine oxides, hydroxy-phosphine oxides, and biaryl phosphine oxides all demonstrated good catalytic activity, but poor to moderate enantioselectivity. A bis-P-chiral phosphine oxide displayed the highest enantioselectivity of 60%.

Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids

Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone.