7073-93-0

Usage

Uses

Used in Fragrance and Flavoring Industry:
m-Chlorocumene is utilized as a fragrance and flavoring agent due to its distinctive aromatic properties. It imparts a unique scent and taste to various products, enhancing their appeal to consumers.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, m-chlorocumene serves as a key intermediate in the synthesis of various drugs. Its chemical structure allows for the development of new medications with potential therapeutic benefits.
Used in Agrochemical Industry:
m-Chlorocumene is also employed in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural products that protect crops and enhance yield.
Used in Fine Chemicals Industry:
This versatile compound is further used in the synthesis of fine chemicals, which are essential in a wide range of applications, including the manufacture of dyes, plastics, and other specialty chemicals.

InChI:InChI=1/C9H11Cl/c1-7(2)8-4-3-5-9(10)6-8/h3-7H,1-2H3

Upstream product

• 1712-71-6 3-chloro-α-methylstyrene 
• 187737-37-7 propene 
• 108-90-7 chlorobenzene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 1888-75-1 isopropyllithium 
• 1068-55-9 isopropylmagnesium chloride 
• 541-73-1 1,3-Dichlorobenzene 
• 98-82-8 Isopropylbenzene 
• 926-06-7 isopropyl methanesulfonate 
• 35739-70-9 dimethyldichlorotitanium(IV) 
• 587-04-2 m-Chlorobenzaldehyde 
• 2077-13-6 2-chlorocumene 

Downstream Products

• 18027-96-8 m-i-propyl(trimethylsilyl)benzene 
• 17911-24-9 triethyl-(3-isopropyl-phenyl)-silane 
• 62702-91-4 C₁₈H₂₀Cl₂ 
• 620-16-6 3-chloroethylbenzene 
• 2039-85-2 3-Chlorostyrene 
• 766-83-6 m-chlorophenylacetylene 
• 1712-71-6 3-chloro-α-methylstyrene 
• 108-90-7 chlorobenzene 
• 31002-87-6 2-(3-chlorophenyl)propan-2-ol 
• 29778-22-1 1-isopropyl-3-(2-phenylethynyl)benzene 
• 98-82-8 Isopropylbenzene 

Relevant academic research and scientific papers

Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes

The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as ?78 °C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.

Iron-Catalyzed Isopropylation of Electron-Deficient Aryl and Heteroaryl Chlorides

Traditional methods for the preparation of secondary alkyl-substituted aryl and heteroaryl chlorides challenge both selectivity and functional group tolerance. This contribution describes the use of statistical design of experiments to develop an effective procedure for the preparation of isopropyl-substituted (hetero)arenes with minimal isopropyl to n-propyl isomerization. The reaction tolerates electronically diverse aryl chloride coupling partners, with excellent conversion observed for strongly electron-deficient aromatic rings, such as esters and amides. Electron-rich systems, including methyl- and methoxy-substituted aryl chlorides, were found to be less reactive. Furthermore, the reaction was found to be most successful when heteroaryl chlorides were submitted to the cross-coupling protocol. By mapping substituent effects on reaction selectivity, we were able to show that electron-deficient aryl chlorides are essential for efficient coupling, and use electronic structure calculations to predict the likelihood of successful coupling through the estimation of the electron affinity of each aryl chloride. Moderate isolated yields were achieved with selected aryl chlorides, and moderate to good isolated yields were obtained for all the heteroaryl chlorides coupled. Excellent selectivity was observed when a 2,6-dichloroquinoline was used, allowing mono-substitution on a challenging substrate. (Figure presented.).

PROCESS FOR HALOGENATION OF BENZENE AND BENZENE DERIVATIVES

In a process of halogenation of benzene or benzene derivatives, di-substituted halobenzene derivatives having para-aromatic compounds or tri-substituted halobenzene derivatives having 1,2,4-substituted aromatic compounds are selectively produced. In halogenation of benzene or benzene derivatives, a fluorine-containing zeolite catalyst such as L-type zeolite, or a zeolite catalyst having the crystal size of at most 100 nm is used. The reaction is preferably effected in the presence of a solvent, and the solvent is preferably a halogenated compound.

Substituent Effect in C-Isopropylation of Benzene Derivatives in the Nitrobenzene-Methanesulfonic Acid-Isopropyl Methanesulfonate System

Relative reactivities of chlorobenzene, o-dichlorobenzene, and nitrobenzene in C-isopropylation in the system nitrobenzene-methanesulfonic acid-isopropyl methanesulfonate at 298 K and the initial regioselectivity of the reaction were studied.Correlation analysis shows that sensitivity of the reaction to mesomeric effects of the substituents increses with decreasing activity of the substrate.

Direct Geminal Dimethylation of Aromatic Aldehydes with Dichlorodimethyltitanium

Aromatic aldehydes react specifically with (CH3)2TiCl2 to form the geminal dimethylated products.

Molar enthalpies of formation of isopropylchlorobenzenes derived from equilibrium measurements

Isomerization equilibria have been studied between 1-chloro-3-isopropyl-4-methylbenzene (I) and 1-chloro-2-isopropyl-4-methylbenzene, between 1-chloro-2,6-diisopropyl-4-methylbenzene (III) and 1-chloro-2,5-diisopropyl-4-methylbenzene (IV), and between 1-chloro-4-methylbenzene (VI) with the formation of (I) and (II) has also been studied.These experiments have been performed for the compounds in the liquid state between 303 and 403 K.From the values of the equilibrium constants following pairs of results have been calculated for ΔfH0m/(kJ.mol-1) and ΔfS0m/(J.K-1.mol-1): I=II, -(3.12 +/- 1.08) and (4.04 +/- 3.18); III=IV, (0.43 +/- 0.17) and (2.68 +/- 0.25); V=IV, -(10.08 +/- 4.86) and (5.40 +/- 13.14); IV+VI=I+II, -(0.72 +/- 0.50) and (3.42 +/- 1.46).The effects bj/(kJ.mol-1) of double and triple interactions of the functional groups have been calculated for alkylchlorobenzenes: b0Me-i-Pr=(7.6 +/- 3.9); b0i-Pr-Cl=(4.6 +/- 1.3); bpi-Pr-Cl=(1.5 +/- 1.1); bmi-Pr-Cl=0; b1.2.3i-Pr-Me-i-Pr=(7.1 +/- 5.6); b1.2.3i-Pr-Cl-i-Pr=(3.2 +/- 2.9).The effects of para- and meta-interactions of alkyl groups are equal to zero.The molar enthalpies of formation at 298.15 K of 20 alkylchlorobenzenes in the liquid state have been calculated.