842124-16-7

Basic information

• Product Name: 3-(4-N-BUTYLPHENYL)-1-PROPENE
• Synonyms: 3-(4-(1-BUTYL)PHENYL)-1-PROPENE;3-(4-N-BUTYLPHENYL)-1-PROPENE
• CAS NO: 842124-16-7
• Molecular Formula: C13H18
• Molecular Weight: 174.28
• Mol File: 842124-16-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 243.2°C at 760 mmHg
• Flash Point: 95.5°C
• Appearance: /
• Density: 0.872g/cm³
• Vapor Pressure: 0.0507mmHg at 25°C
• Refractive Index: 1.502
• CAS DataBase Reference: 3-(4-N-BUTYLPHENYL)-1-PROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-N-BUTYLPHENYL)-1-PROPENE(842124-16-7)
• EPA Substance Registry System: 3-(4-N-BUTYLPHENYL)-1-PROPENE(842124-16-7)

Safety Data

• Hazardous Substances Data: 842124-16-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H18/c1-3-5-7-13-10-8-12(6-4-2)9-11-13/h4,8-11H,2-3,5-7H2,1H3

Upstream product

• 591-87-7 Allyl acetate 
• 20651-67-6 4-butyliodobenzene 
• 1746-13-0 allyl phenyl ether 
• 10152-76-8 allylmethyl sulfide 
• 16212-05-8 (allylsulfonyl)benzene 
• 25070-80-8 prop-2'-en-1'-yl cyclohexylcarbamate 
• 107-05-1 3-chloroprop-1-ene 
• 35466-83-2 allyl methyl carbonate 
• 107-18-6 allyl alcohol 
• 556-56-9 allyl iodid 
• 1350927-23-9 triallyl(phenyl)germane 
• 15499-27-1 4-n-butylchlorobenzene 
• 762-72-1 allyl-trimethyl-silane 

Relevant articles and documents

Transition-metal-free arylations via photogenerated triplet 4-alkyl- and 4-trimethylsilylphenyl cations

The irradiation in protic solvents of 4-chloroalkylbenzenes and 4-chlorophenyltrimethylsilane caused the heterolytic cleavage of aryl-chlorine bonds to give the corresponding triplet phenyl cations. These were exploited for transition-metal-free arylation reactions under mild conditions to give allylbenzenes, γ-benzyl lactones, 3-arylacetals (ketals), and biaryls in moderate to good yields. The path followed was supported by DFT calculations at the UB3LYP/6-311+G(2d,p) level.

Chemoselective transfer of allyl or phenyl group from allyl(phenyl)germanes in Pd-catalyzed reactions with aryl halides

Treatment of chloro(phenyl)germanes with allylmagnesium bromide yielded allyl(phenyl)germanes. Coupling of the allyl- (phenyl)germanes with aryl halides in 1,4-dioxane in the presence of aqueous NaOH and Pd catalyst resulted in Heck-type transfer of the allyl group providing the corresponding allylated aryls. On the other hand, reaction of allyl(phenyl)germanes with SbF5 intercalated in graphite in toluene and subsequent treatment of the resulting germanyl fluorides with TBAF generates reactive hypervalent fluorogermanates that undergo Stille-like Pd-catalyzed cross-coupling with aryl halides in wet toluene to provide biaryls.

Palladium-indium-indium(III) chloride-mediated allyl cross-coupling reactions using allyl acetates

Allylindiums in situ generated by reductive transmetalation of π-allylpalladium(II) complexes, obtained from allyl acetates and palladium(0) catalyst, with indium and indium(III) chloride are effective nucleophilic cross-coupling partners in Pd-catalyzed allyl cross-coupling reactions with a variety of electrophilic cross-coupling partners.