26473-60-9

Basic information

• Product Name: (2-methoxyprop-2-en-1-yl)benzene
• Synonyms: (2-Methoxy-2-propenyl)benzene; 3-Phenyl-2-methoxypropene; Benzene, (2-methoxy-2-propenyl)-
• CAS NO: 26473-60-9
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2017
• Mol File: 26473-60-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 216.3°C at 760 mmHg
• Flash Point: 69.9°C
• Density: 0.946g/cm³
• Vapor Pressure: 0.207mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: (2-methoxyprop-2-en-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (2-methoxyprop-2-en-1-yl)benzene(26473-60-9)
• EPA Substance Registry System: (2-methoxyprop-2-en-1-yl)benzene(26473-60-9)

Safety Data

• Hazardous Substances Data: 26473-60-9(Hazardous Substances Data)

Upstream product

• 26567-83-9 (2-methoxyprop-1-en-1-yl)benzene 
• 31729-70-1 bis(iodozinc)methane 
• 101-41-7 benzeneacetic acid methyl ester 
• 100-39-0 benzyl bromide 
• 20540-69-6 pentacarbonyl(methoxymethylcarbene)chromium⁽⁰⁾ 

Downstream Products

• 26567-82-8 (2-methoxyprop-1-en-1-yl)benzene 

Relevant articles and documents

Methylenation of esters with bis(iodozincio)methane-TiCl2-TMEDA system

Methylenation of ester carbonyl group with bis(iodozincio)-methane was examined: a use of TiCl2 and amine as mediators facilitated the reaction to give vinyl ethers in good yields.

Product studies and laser flash photolysis on alkyl radicals containing two different β-leaving groups are consonant with the formation of an olefin cation radical

1-Bromo-2-methoxy-1-phenylpropan-2-yl (3) and 2-methoxy-1-phenyl-1-diphenylphosphatopropan-2-yl (4) were generated under continual photolysis from the respective PTOC precursors in a mixture of acetonitrile and methanol. The radicals undergo heterolytic fragmentation of the substituent in the β-position to generate the olefin cation radical (5). Z-2-Methoxy-1-phenylpropene (15) is the major product formed in the presence of 1,4-cyclohexadiene, and is believed to result from hydrogen atom transfer to the oxygen of the olefin cation radical, followed by deprotonation. Laser flash photolysis experiments indicate that reaction between 5 and 1,4-cyclohexadiene occurs with a rate constant of ～6 × 105 M-1 s-1. 2,2-Dimethoxy-1-phenylpropane (18) is observed as a minor product. Laser flash photolysis experiments place an upper limit on methanol trapping of 5 at k 3 M-1 s-1 and do not provide any evidence for the formation of reactive intermediates other than 5. The use of two PTOC precursors containing different leaving groups to generate a common olefin cation radical enables one to utilize product analysis to probe for the intermediacy of other reactive intermediates. The ratio of 15:18 is dependent upon hydrogen atom donor concentration, but is independent of the PTOC precursor. These observations are consistent with the proposal that both products result from trapping of 5 that is formed via heterolysis of 3 and 4.