33212-96-3

Basic information

• Product Name: 3,4-Dimethoxyphenethyl-methyl-sulfinyl-methyl-keton
• CAS NO: 33212-96-3
• Molecular Weight: 270.35
• Mol File: 33212-96-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3,4-Dimethoxyphenethyl-methyl-sulfinyl-methyl-keton(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethoxyphenethyl-methyl-sulfinyl-methyl-keton(33212-96-3)
• EPA Substance Registry System: 3,4-Dimethoxyphenethyl-methyl-sulfinyl-methyl-keton(33212-96-3)

Safety Data

• Hazardous Substances Data: 33212-96-3(Hazardous Substances Data)

Upstream product

• 2107-70-2 3,4-methoxycinnamic acid 
• 5462-13-5 ethyl 3-(3,4-dimethoxyphenyl)propionate 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 54537-79-0 Dichloro-acetic acid 4-(3,4-dimethoxy-phenyl)-1-methylsulfanyl-2-oxo-butyl ester 
• 54537-74-5 5-(3,4-Dimethoxy-phenyl)-2-methanesulfinyl-3-oxo-pentanoic acid phenylamide 
• 33212-95-2 C₁₅H₂₂O₄S 
• 54537-73-4 6-(3,4-Dimethoxy-phenyl)-3-methanesulfinyl-4-oxo-hexanoic acid methyl ester 

Relevant articles and documents

Cyclization of β-ketosulfoxide-III. Synthesis of naphthalene and phenanthrene derivatives

On heating with trichloroacetic acid or trifluoroacetic acid, 2,4-dimethoxyphenethyl methylsulfinylmethyl ketone (1) cyclized to 2,3-dimethoxy-5-methylthio-6-oxo-5, 6, 7, 8-tetrahydronaphthalene (2) through an intramolecular nucleophilic substitution of a sulfonium ion intermediate (20b), while a β -ketosulfoxide having naphthalene nucleus (3) cyclized to a tetrahydrophenanthrene 4 via a Pummerer rearrangement product 23. Treatment of 1 with p-toluenesulfonic acid gave a mixture of 2,3,6-trisubstituted naphthalenes (7-10), whose composition was dependent on the reaction conditions. The aromatization proceeded via 2.