1329116-13-3

Basic information

• Product Name: 1-butyl-4-(3-methylbut-2-en-1-yl)benzene
• Synonyms: 1-butyl-4-(3-methylbut-2-en-1-yl)benzene
• CAS NO: 1329116-13-3
• Molecular Weight: 202.34
• Mol File: 1329116-13-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-butyl-4-(3-methylbut-2-en-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-butyl-4-(3-methylbut-2-en-1-yl)benzene(1329116-13-3)
• EPA Substance Registry System: 1-butyl-4-(3-methylbut-2-en-1-yl)benzene(1329116-13-3)

Safety Data

• Hazardous Substances Data: 1329116-13-3(Hazardous Substances Data)

Upstream product

• 41492-05-1 p-bromobutylbenzene 
• 20651-67-6 4-butyliodobenzene 
• 1215100-19-8 4-n-butylphenyl trifluoromethanesulfonate 
• 141550-13-2 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane 
• 15499-27-1 4-n-butylchlorobenzene 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 4784-77-4 (E/Z)-crotyl bromide 

Relevant articles and documents

Palladium-catalyzed completely linear-selective negishi cross-coupling of allylzinc halides with aryl and vinyl electrophiles

Completely linear: The title reaction provides an effective means to access a wide range of prenylated arenes and skipped dienes in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of the excellent regioselectivity observed with the current Pd-based catalyst system. Copyright

Palladium-catalyzed allyl cross-coupling reactions with in situ generated organoindium reagents

Inter- and intramolecular palladium-catalyzed allyl cross-coupling reactions, using allylindium generated in situ from allyl halides and indium, is demonstrated. Allylindium compounds may be effective nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions. A variety of allyl halides, such as allyl iodide, allyl bromide, crotyl bromide, prenyl bromide, geranyl bromide, and 3-bromocyclohexene afforded the allylic cross-coupling products in good to excellent yields. Stereochemistry of the double bond is retained in the allylic cross-coupling reactions. Electrophilic cross-coupling partners, such as aryl and vinyl halides, dibromoolefin, alkynyl iodide, and aryl and vinyl triflates participate in these reactions. The presence of various substituents, such as n-butyl, ketal, acetyl, ethoxycarbonyl, nitrile, N-phenylamido, nitro, and chloride groups on the aromatic ring of electrophilic coupling partners showed little effect on the efficiency of the reactions. The present conditions work equally well for not only intermolecular but also intramolecular palladium-catalyzed cross-coupling reactions. These methods provide an efficient synthetic method for the introduction of an allyl group, which can be easily further functionalized to afford an sp2- and sp-hybridized carbon. The present method complements existing synthetic methods as a result of advantageous features such as easy preparation and handling, thermal stability, high reactivity and selectivity, operational simplicity, and low toxicity of allylindium reagents.