52944-34-0

Usage

Uses

Used in Chemical Synthesis:
P-CHLOROPROPYLBENZENE is used as a chemical intermediate for the production of various other chemicals. Its role in synthesis is crucial for creating a range of compounds that serve different purposes in the chemical industry.
Used in Industrial Processes:
In the realm of industrial applications, P-CHLOROPROPYLBENZENE is employed as a chemical reagent. Its reactivity and properties make it suitable for use in a variety of chemical reactions and processes, contributing to the manufacturing of diverse products.

InChI:InChI=1/C9H11Cl/c1-2-3-8-4-6-9(10)7-5-8/h4-7H,2-3H2,1H3

Upstream product

• 6285-05-8 4'-chloropropiophenone 
• 103-65-1 phenylpropane 
• 2696-84-6 4-propylaniline 
• 7782-50-5 chlorine 
• 187737-37-7 propene 
• 108-90-7 chlorobenzene 
• 110-00-9 furan 
• 1679-18-1 4-Chlorophenylboronic acid 
• 827605-29-8 2-(4-chloro-phenyl)-5,5-dimethyl-[1,3,2]dioxaborinane 
• 599-91-7 propyl tosylate 
• 540-54-5 1-Chloropropane 
• 97-93-8 triethylaluminum 
• 98-56-6 4-chlorobenzotrifluoride 
• 84648-63-5 C₁₁H₁₁ClO₄ 

Downstream Products

• 912552-13-7 cis-(1R,2R)-1,2-dihydroxy-6-chloro-3-propylcyclohexa-3,5-diene 
• 103-65-1 phenylpropane 
• 29125-75-5 p-chloro(methylstyrene) 
• 77415-40-8 1-(4-Chlorophenyl)-1-propyl acetate 

Relevant academic research and scientific papers

Catalytic Synthesis of “Super” Linear Alkenyl Arenes Using an Easily Prepared Rh(I) Catalyst

Linear alkyl benzenes (LAB) are global chemicals that are produced by acid-catalyzed reactions that involve the formation of carbocationic intermediates. One outcome of the acid-based catalysis is that 1-phenylalkanes cannot be produced. Herein, it is reported that [Rh(μ-OAc)(η2-C2H4)2]2 catalyzes production of 1-phenyl substituted alkene products via oxidative arene vinylation. Since C C bonds can be used for many chemical transformations, the formation of unsaturated products provides a potential advantage over current processes that produce saturated alkyl arenes. Conditions that provide up to a 10:1 linear:branched ratio have been achieved, and catalytic turnovers >1470 have been demonstrated. In addition, electron-deficient and electron-rich substituted benzenes are successfully alkylated. The Rh catalysis provides ortho:meta:para selectivity that is opposite to traditional acid-based catalysis.

PtII-catalyzed hydrophenylation of α-olefins: Variation of linear/branched products as a function of ligand donor ability

The PtII complexes [(xbpy)Pt(Ph)(THF)]+ (xbpy = 4,4′-X2-2,2′-bipyridyl; x = OMe (1a), tBu (1b), H (1c), Br (1d), CO2Et (1e) and NO2 (1f)] catalyze the formation of n-propylbenzene and cumene from benzene and propene. The catalysts are selective for branched products, and the cumene/n-propylbenzene ratio decreases with increasing donor ability of the xbpy ligand. DFT(D) calculations predict more favorable activation barriers for 1,2-insertion into the Pt-Ph bond to give branched products. The calculations indicate that 1,2-insertion of propene should be faster than 2,1-insertion for all Pt(II) catalysts studied, but they also indicate that cumene/n-propylbenzene selectivity is under Curtin-Hammett control.

Copper-catalyzed cross-coupling reaction of organoboron compounds with primary alkyl halides and pseudohalides

Non-activated alkyl electrophiles, including alkyl iodides, bromides, tosylates, mesylates, and even chlorides, underwent copper-catalyzed cross-coupling with aryl boron compounds and alkyl 9-BBN reagents (see scheme; 9-BBN=9-borabicyclo[3.3.1]nonane). The reactions proceed with practically useful reactivities and thus complement palladium- and nickel-catalyzed Suzuki-Miyaura coupling reactions of alkyl halides.

Carbon-carbon coupling of C(sp3)-F bonds using alumenium catalysis

Dialkylalumenium cation equivalents coupled with the hexabromocarborane anion function as efficient and long-lived catalysts for alkylation of aliphatic C-F bonds (alkylative defluorination or AlkDF) by alkylaluminum compounds. Only C(sp3)-F bo

Rapid defunctionalization of carbonyl group to methylene with polymethylhydrosiloxane-B(C6F5)3

The polymethylhydrosiloxane-B(C6F5)3 combination is found to be a versatile carbonyl defunctionalization system under mild and rapid conditions. For the first time, B(C6F5)3 has been used as a nonconventional Lewis acid catalyst to activate PMHS. Aromatic and aliphatic carbonyl compounds were effectively reduced to give the corresponding alkanes in high yields.

Facile Hydrodehalogenation with H2 and Pd/C Catalyst under Multiphase Conditions. 2. Selectivity and Kinetics

Hydrodehalogenation of polyhalogenated aromatics with Pd/C catalyst carried out in the presence of a quaternary onium salt follows zero-order kinetics in the substrate and first-order kinetics in the Pd/C catalyst; the related rate constants were determined for o-, m- and p-bromotoluenes, o-, m- and p-chloroalkylbenzenes (methyl, ethyl, and propyl derivatives), and other aryl halides.Reaction rates, depending on the aromatic to be reduced, may be strongly enhanced by the presence of quaternary onium salts: the isomeric chloroethylbenzenes were reduced 50 times faster when operating in the presence of Aliquat 336 (1).Also the hindered 2-chloro-m-xylene easily yielded m-xylene.The cocatalyst onium salts operate by being adsorbed on the Pd/C surface, as shown when kinetic constants are reported by varying the onium salt amount: classical Langmuir adsorption isotherms are observed.The presence of the onium salt may also influence selectivity in the reduction of isomeric aryl halides: when 1 is present, p-dichlorobenzene reacts in diethyl ether at 20 deg C, 5-fold slower than the ortho isomer; whereas the reduction rates of the two compounds are almost the same in its absence.

Selective Mono-Alkylation and Arylation of Dichlorobenzenes by Palladium-Catalyzed Grignard Cross-Coupling

Palladium(II)-phosphine complexes, especially PdCl2(dppf) where dppf stands for 1,1'-Bis(diphenylphosphino)ferrocene, are effective catalysts for the cross-coupling of Grignard reagents with dichlorobenzenes to produce selectively mono-alkylated and arylated benzenes.The addition of ligands is also effective for the cross-coupling of Grignard reagents containing a β-hydrogen(s).

Structure of ω-Arylalkyl Radicals: A 13C CIDNP Investigation

Thermolysis of a series of ω-arylalkanoyl m-chlorobenzoyl (and acetyl) peroxides at ca. 100 deg C in cyclohexanone and in hexachloroacetone was studied by using 13C chemically induced dynamic nuclear polarization.Analysis of the observed 13C polarizations indicate that all the three radicals (β-arylethyl, γ-arylpropyl and δ-arylbutyl) have open-chain structures with no evidence for aryl participation resulting in spirocycloalkylcyclohexadienyl radicals.