23063-65-2

Usage

Uses

Used in Pharmaceutical Production:
1-chloro-4-(2-methylallyl)benzene is utilized as an intermediate in the synthesis of various pharmaceuticals. Its chemical structure allows for the development of new drugs and the improvement of existing ones, contributing to advancements in healthcare.
Used in Agrochemical Production:
In the agrochemical industry, 1-chloro-4-(2-methylallyl)benzene serves as a key intermediate for the creation of pesticides and other agricultural chemicals. Its role in these products helps to enhance crop protection and yield.
Used in Organic Compound Synthesis:
1-chloro-4-(2-methylallyl)benzene is also employed as an intermediate in the synthesis of other organic compounds, broadening its applications across various chemical industries.
Used in Fragrance and Flavoring Industry:
1-chloro-4-(2-methylallyl)benzene is used as a fragrance ingredient and flavoring agent in the food and beverage industry. Its strong, aromatic scent is an asset in the formulation of perfumes, colognes, and other fragrance products, as well as in enhancing the aroma and taste of food and beverages.
Safety Considerations:
It is crucial to handle 1-chloro-4-(2-methylallyl)benzene with care due to its flammable nature and potential to cause irritation to the skin, eyes, and respiratory system upon exposure. Proper safety measures should be implemented during its use to minimize risks.

InChI:InChI=1/C10H11Cl/c1-8(2)7-9-3-5-10(11)6-4-9/h3-6H,1,7H2,2H3

Upstream product

• 19366-15-5 4-chloro-β,β-dimethylstyrene 
• 104-88-1 4-chlorobenzaldehyde 
• 1679-18-1 4-Chlorophenylboronic acid 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 1432-31-1 (4-chlorophenyl)dimethylsilane 
• 563-47-3 3-Chloro-2-methylpropene 
• 1217863-25-6 [2-(hydroxymethyl)phenyl]dimethyl(4-chlorophenyl)silane 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 64-19-7 acetic acid 
• 920-39-8 isopropylmagnesium bromide 
• 18503-93-0 1-chloro-4-(β-chloro-isobutyl)-benzene 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 55706-98-4 2-methyl-3-(4-chlorophenyl)-2-propenyl thiocyanate 
• 106119-23-7 2-(4-chlorobenzyl)-2-propenyl thiocyanate 
• 106119-30-6 2-(4-chlorobenzyl)-2-propenyl isothiocyanate 
• 106119-22-6 2-acetoxy-2-methyl-3-(4-chlorophenyl)propyl thiocyanate 
• 106119-24-8 2-methyl-1-(4-chlorophenyl)-2-propenyl isothiocyanate 
• 78558-98-2 N-Formyl-1.1-dimethyl-2-<4-chlor-phenyl>-aethylamin 

Relevant academic research and scientific papers

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

Cross-coupling synthesis of methylallyl alkenes: Scope extension and mechanistic study

Cross-coupling reactions between 2-methyl-2-propen-1-ol and various boronic acids are used to obtain aromatic-(2-methylallyl) derivatives. However, deboronation or isomerization side reactions may occur for several boronic acids. We describe herein the synthesis of original alkenes with good yields under mild reaction conditions that decrease these side reactions. The scope of this environmentally benign reaction is thereby extended to a wide variety of boronic acids. A mechanistic study was conducted and suggested a plausible catalytic cycle mechanism, pointing to the importance of the Lewis acidity of the boronic acid used.

Copper(I) 2-hydroxyethoxide-promoted cross-coupling of aryl- and alkenyldimethylsilanes with organic halides

Fluoride-free cross-coupling of aryl- and alkenyldimethylsilanes with organic halides proceeded in the presence of monocopper(I) alkoxide of ethylene glycol.

Copper(I)-catalyzed alkylation of aryl- and alkenylsilanes activated by intramolecular coordination of an alkoxide

Let's coordinate: Copper(I)-catalyzed cross-coupling of alkenyl- and arylsilanes with primary alkyl iodides as well as allylic and benzylic halides as C(sp3)-X electrophilic coupling partners has been realized by intramolecular activation through alkoxide coordination. This alkylation tolerates a range of functional groups including a free hydroxy group. IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene. Copyright

Studies on the synthesis of chiral 2-(p.chlorophenyl)-3-methylbutanoic acid, a key-precursor of Fenvalerate, by hydrocarbonylation reactions

The preparation of racemic 2-(p.chlorophenyl)-3-methylbutanoic acid (2), a building block for (S,S)-Fenvalerate (an important broad spectrum insecticide), was effected by rhodium catalyzed hydroformylation of 2-methyl-1 -(p.chlorophenyl) propene (4) in the presence of excess of triphenylphosphine to inhibit substrate isomerization followed by mild oxidation of the resulting aldehyde 6; an overall yield of 88% was reached. Olefin 4 exhibits a very low tendency to undergo both hydrocarboethoxylation and hydrocarboxylation in the presence of palladium complexes as catalysts. Enantioselective hydrocarbonylation reactions carried out on olefin 4 afford unsatisfactory chemical and optical yields of the optically active ester 5 or acid 2. Springer-Verlag 1996.

Synthesis and radical scavenging activity of 3,3-dialkyl-3,4-dihydro-isoquinoline 2-oxides

The syntheses and antioxidant activities of several cyclic nitrones related to phenyl t-butyl nitrone (PBN) are described. These nitrones may act as radical scavengers and have potential uses in the treatment of stroke and septic shock. Copyright

?-Complexed β-Arylalkyl Derivatives. 6. Effect of Electron-Withdrawing Substituents on the Acetolysis of 2--2-methyl-propyl Methanesulfonates

The ?-(arene)chromium tricarbonyl complexes of m-methoxy- and p-chloro-substituted 2--2-methyl-1-propyl (neophyl) methanesulfonates have been prepared and their acetolysis rates determined.At 99.5 deg C, the complexes are, respectively, 1.1 and 1.6 times as reactive as their noncomplexed counterparts.The p-chloroneophyl complex yields, after oxidative decomplexation of the product mixture with Ce(IV), 54percent 3-(p-chlorophenyl)-2-methyl-2-propyl acetate, 34percent 3-(p-chlorophenyl)-2-methyl-1-propene, and 12percent 1-(p-chlorophenyl)-2-methyl-1-propene.No nonaryl-migrated products are observed.The acetolysis rates of p-methoxy-, m-methoxy-, p-methyl-, m-methyl-, and p-chloroneophyl complexed and noncomplexed methanesulfonates at 99.5 deg C are well correlated by the Yukawa-Tsuno relations: and .The meaning of these correlations is discussed, and it is concluded that in addition to its strong inductive electron withrawal, ?-tricarbonylchromium acts amphoterically to donate or withdraw electrons by resonance.From a comparision of the relative acetolysis rates of the p- and m-methoxy complexes, it is suggested that the ?-tricarbonylchromium probably does not act via direct d-orbital participation to accelerate the solvolysis rates of the complexes.