276254-99-0

Basic information

• Product Name: 1-chloro-4-(1-methyl-3-buten-1-yl)benzene
• Synonyms: 1-chloro-4-(1-methyl-3-buten-1-yl)benzene
• CAS NO: 276254-99-0
• Molecular Weight: 180.677
• Mol File: 276254-99-0.mol

Chemical Properties

• CAS DataBase Reference: 1-chloro-4-(1-methyl-3-buten-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(1-methyl-3-buten-1-yl)benzene(276254-99-0)
• EPA Substance Registry System: 1-chloro-4-(1-methyl-3-buten-1-yl)benzene(276254-99-0)

Safety Data

• Hazardous Substances Data: 276254-99-0(Hazardous Substances Data)

Upstream product

• 99-91-2 para-chloroacetophenone 
• 762-72-1 allyl-trimethyl-silane 
• 4028-23-3 Allylchlorodimethylsilane 
• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 
• 103966-61-6 1-(4-chlorophenyl)ethyl acetate 

Relevant articles and documents

Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Bronsted acids

(Chemical Equation Presented) We have developed an environmentally benign synthetic approach to nucleophilic substitution reactions of alcohols that minimizes or eliminates the formation of byproducts, resulting in a highly atom-efficient chemical process. Proton- and metal-exchanged montmorillonites (H- and Mn+-mont) were prepared easily by treating Na +-mont with an aqueous solution of hydrogen chloride or metal salt, respectively. The H-mont possessed outstanding catalytic activity for nucleophilic substitution reactions of a variety of alcohols with anilines, because the unique acidity of the H-mont catalyst effectively prevents the neutralization by the basic anilines. In addition, amides, indoles, 1,3-dicarbonyl compounds, and allylsilane act as nucleophiles for the H-mont-catalyzed substitutions of alcohols, which allowed efficient formation of various C-N and C-C bonds. The solid H-mont was reusable without any appreciable loss in its catalytic activity and selectivity. Especially, an Al3+-mont showed high catalytic activity for the α-benzylation of 1,3-dicarbonyl compounds with primary alcohols due to cooperative catalysis between a protonic acid site and a Lewis acidic Al3+ species in its interlayer spaces.

Rhodium-catalyzed allylation of benzyl acetates with allylsilanes

Benzyl acetate reacted with allyltrimethylsilane to give an allylation product in the presence of a catalytic amount of the (cyclooctadiene)rhodium(I) chloride dimer {[Rh(cod)Cl]2}, sodium tetrakis[3,5- bis(trifluoromethyl)phenyl]borate (NaBARF), and triphenyl phosphite [P(OPh) 3] in refluxing 1,2-dichloroethane. Primary, secondary and tertiary benzyl acetates could be used for the reaction. Moreover, allylation of gem-benzyl acetate was possible with [Rh(cod)Cl]2, NaBARF, and P(OPh)3. Monoallylation and diallylation of gem-benzyl acetate could be controlled by altering the reaction conditions. Cationic rhodium species generated in situ act as a Lewis acid catalyst to give a benzyl carbocation by elimination of the acetoxy group from the benzylic carbon. Copyright

Direct coupling reaction between alcohols and silyl compounds: Enhancement of Lewis acidity of Me3SiBr using InCl3

The combination of InCl3 and Me3SiBr provided an enhanced Lewis acid system that can be used to promote a wide range of direct coupling reactions between alcohols and silyl nucleophiles in non-halogenated solvents, such as hexane or MeCN. The enhanced Lewis acidity of this system was measured by the 13C NMR in terms of the coordination to an alcohol. Moreover, the interaction between Me3SiBr and the In(III) species was revealed by 29Si NMR spectral analysis. Highly chemoselective allylations toward a hydroxyl moiety over ketone and acetoxy ones have been demonstrated.

Direct substitution of the hydroxy group in alcohols with silyl nucleophiles catalyzed by indium trichloride

Straightforward substitution: An excellent combination of a silyl nucleophile and indium catalyst was used to accomplish the dehydroxylation/ alkylation of alcohols under nearly neutral conditions (see scheme, Si = silyl group) even though this type of reaction usually requires at least an equimolar amount of acid.

Indium compound-catalyzed deoxygenative allylation of aromatic ketones by a hydrosilane-allylsilane system

A combination of chlorodimethylsilane and allyltrimethylsilane effectively promoted the deoxygenative allylation of aromatic ketones in the presence of a catalytic amount of an indium compound to give the terminal alkenes. Indium trihalide or metallic indium showed high catalytic activity. (C) 2000 Elsevier Science Ltd.