934-11-2

Usage

Uses

Used in Pharmaceutical Industry:
(1-Chloropropyl)benzene is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its role in the production process is crucial, as it serves as a building block for the creation of more complex molecules that possess therapeutic properties.
Used in Chemical Production:
(1-Chloropropyl)benzene is also utilized in the production of other chemicals, where it acts as a key component in the formation of different compounds. Its versatility in chemical reactions makes it a valuable asset in the synthesis of a wide range of products.
Safety and Environmental Considerations:
Due to its halogenated nature, (1-chloropropyl)benzene may cause burns and eye damage, necessitating adherence to proper safety practices during its handling. Additionally, its non-biodegradable properties pose environmental hazards, highlighting the importance of responsible disposal and containment measures to minimize its impact on ecosystems.

Upstream product

• 93-54-9 1-Phenyl-1-propanol 
• 122-04-3 4-nitro-benzoyl chloride 
• 2114-36-5 1-bromopropylbenzene 
• 637-50-3 1-phenylpropene 
• 93-55-0 1-phenyl-propan-1-one 
• 108-90-7 chlorobenzene 
• 103-65-1 phenylpropane 
• 52686-70-1 triethylamine-1-(2-naphthylethyl)borane 
• 75-05-8 acetonitrile 
• 91968-53-5 1-phenylpropyl methoxymethyl ether 
• 873-49-4 cyclopropylbenzene 

Downstream Products

• 637-50-3 1-phenylpropene 
• 39952-67-5 meso-3,4-diphenyl-hexane 
• 5789-31-1 rac-(hexane-3,4-diyl)dibenzene 
• 22906-19-0 (+)-Methyl-1-phenylpropylsulfid 
• 2845-27-4 3-phenylpentanoic acid 
• 15989-90-9 1,1-dichloro-3-phenylpent-1-ene 
• 54758-82-6 1-Phenoxy-4-(1-phenyl-propoxy)-benzene 
• 52030-31-6 2-methyl-8-(1-phenyl-propyl)-1-oxa-4,8-diaza-spiro[4.5]decan-3-one 
• 76877-93-5 1-mercapto-1-phenylpropane 
• 18027-67-3 1-phenyl-1-(trimethylsilyl)propane 
• 88834-74-6 2,2-Dimethyl-3-phenylvaleriansaeure-methylester 
• 90-27-7 2-Phenylbutyric acid 
• 60533-10-0 2,2-Dimethyl-3-phenylvaleriansaeure 
• 1616-69-9 2-Methyl-3-phenylvaleriansaeure 

Relevant academic research and scientific papers

Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.

Ferric chloride–catalyzed deoxygenative chlorination of carbonyl compounds: A comparison of chlorodimethylsilane and dichloromethylsilane system

Deoxygenative chlorination of carbonyl compounds using the HMe2SiCl/FeCl3/EtOAc and HMeSiCl2/FeCl3/EtOAc systems has been systemically investigated. The HMe2SiCl-FeCl3 system showed the advantages of good substrate applicability, mild reaction conditions, simple operation, low cost, and easy availability of raw materials. Also, it provided a simple and efficient synthesis route for carbonyl deoxychlorination via a one-pot method. Using the HMeSiCl2/FeCl3/EtOAc system, the β-methylchalcone derivative could be obtained in good yields in addition to obtaining the chlorinated compound. Finally, two plausible reaction routes were proposed to describe the formation of the chlorinated compound and the β-methylchalcone derivative.

Copper(I)-Catalyzed Enantioconvergent Borylation of Racemic Benzyl Chlorides Enabled by Quadrant-by-Quadrant Structure Modification of Chiral Bisphosphine Ligands

The first copper(I)-catalyzed enantioselective borylation of racemic benzyl chlorides has been realized by a quadrant-by-quadrant structure modulation of QuinoxP*-type bisphosphine ligands. This reaction converts racemic mixtures of secondary benzyl chlorides into the corresponding chiral benzylboronates with high enantioselectivity (up to 92 % ee). The results of mechanistic studies suggest the formation of a benzylic radical intermediate. The results of DFT calculations indicate that the optimal bisphosphine-copper(I) catalyst engages in noncovalent interactions that efficiently recognize the radical intermediate, and leads to high levels of enantioselectivity.

Metal-free regioselective hydrochlorination of unactivated alkenes via a combined acid catalytic system

A combined acid HCl/DMPU-acetic acid catalytic system was used in the hydrochlorination of a wide range of unactivated alkenes. This hydrochlorination strategy is remarkably greener than previous reported methods in terms of high atom efficiency, no toxic waste generated and metal-free process. The higher efficiency, compared with other commercially available HCl reagents, was augmented by the good regioselectivity and functionality tolerance found. A stepwise mechanism for this hydrochlorination process was proposed based on kinetic studies.

Preparation method of 1-chloropropyl benzene and derivative of 1-chloropropyl benzene

The invention provides a preparation method of 1-chloropropyl benzene and a derivative of 1-chloropropyl benzene, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: adding sulfoxide chloride into

METHOD OF CONVERTING ALCOHOL TO HALIDE

The present invention relates to a method of converting an alcohol into a corresponding halide. This method comprises reacting the alcohol with an optionally substituted aromatic carboxylic acid halide in presence of an N-substituted formamide to replace a hydroxyl group of the alcohol by a halogen atom. The present invention also relates to a method of converting an alcohol into a corresponding substitution product. The second method comprises: (a) performing the method of the invention of converting an alcohol into the corresponding halide; and (b) reacting the corresponding halide with a nucleophile to convert the halide into the nucleophilic substitution product.

Iron catalyzed halogenation of benzylic aldehydes and ketones

A simple and efficient iron-catalyzed method for chlorination of aromatic carbonyl compounds is reported. By using 4-10 mol% Fe(iii) oxo acetate catalyst, prepared by solid state atmospheric oxidation of Fe(ii) acetate, in combination with triethylsilane and chlorotrimethylsilane, hydrosilylation of benzylic carbonyl compounds with subsequent chlorination is achieved within a few hours at room temperature. This new method is mild and rapid compared to the conventional two step approach involving reduction and chlorination reactions in separate stages. Development of synthetic methodology is also supplemented here by kinetic investigation of the reaction mechanism, which supports the tentative mechanisms suggested previously for similar reactions. This journal is

Use of metal-accumulating plants for implementing chemical reactions

The use of metal-accumulating plants for implementing chemical reactions.

Trichloroisocynuric acid/DMF as efficient reagent for chlorodehydration of alcohols under conventional and ultrasonic conditions

A new and efficient method for the chlorodehydration of alcohols utilizing TCCA/DMF is described. Various alcohols can be converted smoothly into their corresponding alkyl chlorides in high yields under mild conditions with short reaction times. Taylor & Francis Group, LLC.

Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles

A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.