527681-32-9

Basic information

• Product Name: Methyl 3,4-dihydro-2H-chroMene-7-carboxylate
• Synonyms: Methyl 3,4-dihydro-2H-chroMene-7-carboxylate;METHYL CHROMANE-7-CARBOXYLATE
• CAS NO: 527681-32-9
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• Mol File: 527681-32-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 3,4-dihydro-2H-chroMene-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,4-dihydro-2H-chroMene-7-carboxylate(527681-32-9)
• EPA Substance Registry System: Methyl 3,4-dihydro-2H-chroMene-7-carboxylate(527681-32-9)

Safety Data

• Hazardous Substances Data: 527681-32-9(Hazardous Substances Data)

Upstream product

• 15403-22-2 4-(3-hydroxy-propyl)-benzoic acid methyl ester 
• 160893-70-9 7-methoxycarbonylbenzopyran 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 135998-87-7 Methyl 3-(3-bromopropoxy)benzoate 

Downstream Products

• 527681-33-0 chromane-7-carboxylic acid 

Relevant articles and documents

Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis

A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp3)-H and C(sp2)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.

Radical isomerization via intramolecular ipso substitution of aryl ethers: Aryl translocation from oxygen to carbon

Bromopropyl aryl ethers an converted to 3-arylpropanols under standard radical generating conditions in the presence of tributylstannane and AIBN. This rearrangement involves intramolecular ipso attack of the alkyl radicals which generates spiro cyclohexadienyl radical intermediates.