1587-07-1

Usage

Uses

Used in Pharmaceutical Industry:
1-Allyl-2-chlorobenzene is used as an intermediate in the synthesis of various pharmaceutical compounds. Its aromatic and unsaturated aliphatic moieties, along with the chlorine substitution, make it a versatile building block for the development of new drugs.
Used in Organic Synthesis:
1-Allyl-2-chlorobenzene is used as a key component in the synthesis of organic compounds, particularly in the pharmaceutical industry. Its unique structure allows for various chemical reactions, enabling the creation of a wide range of molecules with potential applications in medicine and other fields.

InChI:InChI=1/C9H9Cl/c1-2-5-8-6-3-4-7-9(8)10/h2-4,6-7H,1,5H2

Upstream product

• 694-80-4 2-bromo-1-chlorobenzene 
• 106-95-6 allyl bromide 
• 108-90-7 chlorobenzene 
• 762-72-1 allyl-trimethyl-silane 
• 107-05-1 3-chloroprop-1-ene 
• 591-87-7 Allyl acetate 
• 615-41-8 2-iodochlorobenzene 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 95-51-2 o-chloroaniline 

Downstream Products

• 143888-46-4 4-Oxo-4-<2-(2-propenyl)phenyl>butanoic acid 
• 13271-10-8 (E)-1-chloro-2-(prop-1-en-1-yl)benzene 
• 188014-56-4 2-chlorophenylbutyric acid 
• 880653-63-4 3-(2-chlorophenyl)-2-methylpropanoic acid 
• 68449-31-0 4-(2-chlorophenyl)butanoic acid 
• 62826-19-1 (2-chloro-benzyl)-oxirane 
• 143888-47-5 Methyl 4-oxo-4-<2-(2-propenyl)phenyl>butanoate 
• 114491-39-3 5-Diazo-1-<2-(2-propenyl)phenyl>-2,4-pentanedione 
• 62708-42-3 o-allylbenzaldehyde 
• 13271-06-2 o-diphenylphosphinoallylbenzene 
• 77333-71-2 3-methyl-1,2-diphenyl-3-(o-allylphenyl)cyclopropene 

Relevant academic research and scientific papers

Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals

In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.

Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group

The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including 1H NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.

Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis

A method for the cross-coupling reactions of aryldiazonium salts with trialkylallylsilanes via merged gold/photoredox catalysis is described. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(III) intermediate that undergoes transmetalation with allyltrimethylsilane to form allylarenes.

Efficient double bond migration of allylbenzenes catalyzed by Pd(OAc) 2-HFIP system with unique substituent effect

A novel catalyst system of Pd(OAc)2-HFIP induces double-bond migration of allylbenzenes under mild conditions with low catalytic loading to afford 1-propenylbenzenes. The reaction shows a unique substituent effect that is highly dependent on the distance of substituents from the allylic moiety. Thus, the reactivity of substrates bearing a methyl group is ordered in para > meta > ortho, whereas it is entirely reversed as ortho > meta > para for methoxy and chloro substituents.

Phosphazene base-promoted halogen-zinc exchange reaction of aryl iodides using diethylzinc

The use of catalytic t-Bu-P4 base dramatically improved the performance of halogen-zinc exchange of aryl iodides, and the arylzinc derivatives were functionalized under copper-free reaction conditions. The Royal Society of Chemistry 2006.

Intermolecular heck-type coupling of aryl iodides and allylic acetates

(Chemical Equation Presented) A palladium-catalyzed arylation of allylic acetates followed by β-acetoxy elimination was shown to produce Heck-type coupling products. Optimal reaction conditions employed ligand-free palladium on carbon in the presence of tetrabutylammonium chloride, a trialkylamine base, and water.

Direct Allylation of Aromatic Compounds with Allylic Chloride using the Supported Reagents System ZnCl2/SiO2-K2CO3/Al2O3

Although the reaction of aromatic compounds with allylic chlorides using ZnCl2/SiO2, gives 2-chloro-1-arylalkanes accompanied with diarylalkanes, similar reaction using ZnCl2/SiO2-K2CO3/Al2O3 produces the monoallylated compound as the major product in good yield.

Tandem Cyclization-Cycloaddition Reaction of Rhodium Carbenoids. Studies Dealing with Intramolecular Cycloadditions

A series of 5-alkenyl-1-diazo-2,5-pentanediones, when treated with a catalytic quantity of rhodium(II) acetate, were found to give cycloadducts derived from the intramolecular trapping of a carbonyl ylide intermediate.Tethers of three or four methylenes r

Octahedral metal carbonyls LXV. Olefin isomerization in (2-allylphenyldiphenylphosphine)tetracarbonyltungsten(0)

The stepwise displacement of pip (=piperidine) from cis-(pip)2W(CO)4 by 2-allylphenyldiphenylphosphine (adpp) affords cis(η3-adpp)W(CO)4 (1) when the cis-(pip)(η1-adpp)W(CO)4 intermediate (2; adpp is P-bonded) is isolated and purifie

Intramolecular Ring Closure Reactions of Cyclopropene Derivatives as a Method for Synthesizing Novel Tricyclic Ring Compounds

The thermal and photosensitized reactions of several 4-(methyldiphenylcyclopropenyl)-1-butenes have been studied.The thermolysis of these systems gave substituted tricyclo2,7>heptanes in good yield.The formation of this ring system invo