34301-32-1

Basic information

• Product Name: Benzoic acid, 4-methoxy-, 2-methyl-2-propenyl ester
• CAS NO: 34301-32-1
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 34301-32-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-methoxy-, 2-methyl-2-propenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-methoxy-, 2-methyl-2-propenyl ester(34301-32-1)
• EPA Substance Registry System: Benzoic acid, 4-methoxy-, 2-methyl-2-propenyl ester(34301-32-1)

Safety Data

• Hazardous Substances Data: 34301-32-1(Hazardous Substances Data)

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 563-47-3 3-Chloro-2-methylpropene 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 1057675-74-7 (R)-2,3-dihydroxy-2-methylpropyl 4-methoxybenzoate 
• 1354575-69-1 C₁₉H₂₂O₇S 
• 1354575-77-1 C₁₉H₂₂O₇S 
• 27739-28-2 iso-butyl 4-methoxybenzoate 

Relevant articles and documents

Intermolecular Hydropyridylation of Unactivated Alkenes

A general method for the hydropyridylation of unactivated alkenes is described. The transformation connects metal-mediated hydrogen atom transfer to alkenes and Minisci addition reactions. The reaction proceeds under mild conditions with high site-selectivities and allows for the construction of tertiary and quaternary centers from simple alkene starting materials.

Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts

We report the first reductive coupling of unactivated alkenes with N-methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts under hydrogen atom transfer (HAT) conditions, and an expanded scope for the coupling of alkenes with N-methoxy pyridinium salts. N-Methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts are accessible in 1-2 steps from the commercial arenes or arene N-oxides (25-99%). N-Methoxy imidazolium salts are accessible in three steps from commercial amines (50-85%). In total 36 discrete methoxyheteroarenium salts bearing electron-donating, electron-withdrawing, alkyl, aryl, halogen, and haloalkyl substituents were prepared (several in multigram quantities) and coupled with 38 different alkenes. The transformations proceed under neutral conditions at ambient temperature, provide monoalkylation products exclusively, and form a single alkene addition regioisomer. Preparatively useful and complementary site selectivities in the addition of secondary and tertiary radicals to pyidinium salts are documented: harder secondary radicals favor C-2 addition (2->10:1), while softer tertiary radicals favor bond formation to C-4 (4.7->29:1). A diene possessing a 1,2-disubstituted and 2,2-disubstituted alkene undergoes hydropyridylation at the latter exclusively (61%) suggesting useful site selectivities can be obtained in polyene substrates. The methoxypyridinium salts can also be employed in dehydrogenative arylation, borono-Minisci, and tandem arylation processes. Mechanistic studies support the involvement of a radical process.

Total synthesis and absolute configuration of avenolide, extracellular factor in Streptomyces avermitilis

The first total synthesis of extracellular factor, Avenolide, in Streptomyces avermitilis has been achieved using a convergent approach. The stereogenic centers in two key segments were installed using Sharpless epoxidation and dihydroxylation. This synthetic study allowed the determination of the absolute configuration of avenolide as 4S,10R, and yielded important information on its structure-activity relationship.