70672-86-5

Basic information

• Product Name: (1-METHOXY-3-METHYL-BUT-3-ENYL)-BENZENE
• Synonyms: (1-METHOXY-3-METHYL-BUT-3-ENYL)-BENZENE
• CAS NO: 70672-86-5
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25484
• Mol File: 70672-86-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1-METHOXY-3-METHYL-BUT-3-ENYL)-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (1-METHOXY-3-METHYL-BUT-3-ENYL)-BENZENE(70672-86-5)
• EPA Substance Registry System: (1-METHOXY-3-METHYL-BUT-3-ENYL)-BENZENE(70672-86-5)

Safety Data

• Hazardous Substances Data: 70672-86-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 22, p. 745, 1981 DOI: 10.1016/0040-4039(81)80140-2

Upstream product

• 1458-98-6 2-methyl-3-bromo-1-propene 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 18292-38-1 2-methallyltrimethylsilane 
• 100-52-7 benzaldehyde 
• 149-73-5 trimethyl orthoformate 
• 135569-04-9 <<<(3-methyl-1-phenyl-3-butenyl)oxy>methyl>seleno>benzene 

Relevant articles and documents

Bismuth compounds in organic synthesis. A one-pot synthesis of homoallyl ethers and homoallyl acetates from aldehydes catalyzed by bismuth triflate

(Chemical Equation Presented) Three one-pot methods for the conversion of aldehydes to homoallyl ethers catalyzed by Bi(OTf)3? xH 2O (1 x 4) have been developed. The one-pot synthesis of homoallyl ethers can be achieved either by

Fluessiges Schwefeldioxid als Lewis-acides Solvens fuer die Alkylierung und Alkoxyalkylierung von Allylsilanen

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Scope of alkoxymethyl radical cyclizations

We have explored different aspects of the cyclization capability of alkoxymethyl radicals and report here a full account of our investigations. The required radicals were generated from (phenylseleno)-methyl ethers (e.g., 6), which were prepared from homoallylic or bis-homoallylic alcohols by a two-step process. The alcohols were alkylated with (iodomethyl)tributylstannane. The stannanes were reacted with n-BuLi, and the resulting α-alkoxyanions were trapped with diphenyldiselenide to give the (phenylseleno)methyl ethers, which were stable to chromatography. When treated with tributyltin hydride, in the presence of a radical initiator, these precursors undergo a smooth cyclization to substituted tetrahydrofurans and tetrahydropyrans. Formation of the cyclization product was found to be the primary pathway even at relatively high tin hydride concentration. The diastereoselectivity of this cyclization was comparable to that observed in other radical cyclizations. The cis selectivity in cyclization of 6 increased gradually (up to 11:1) as the reaction temperature was lowered. The cyclization can be used for the synthesis of bicyclic and tricyclic compounds and can be incorporated in systems capable of tandem cyclizations.