113849-81-3

Basic information

• Product Name: 4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>
• Synonyms: 4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>
• CAS NO: 113849-81-3
• Molecular Weight: 286.371
• Mol File: 113849-81-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>(113849-81-3)
• EPA Substance Registry System: 4-methoxy-(1-phenyl)spiro<1,2-dioxetane-3,2'-adamantane>(113849-81-3)

Safety Data

• Hazardous Substances Data: 113849-81-3(Hazardous Substances Data)

Upstream product

• 113849-79-9 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane 
• 118739-75-6 C₁₈H₂₂O₂ 

Downstream Products

• 700-58-3 2-Adamantanone 
• 93-58-3 benzoic acid methyl ester 

Relevant articles and documents

SYNTHESIS OF 1,2-DIOXETANES VIA ELECTRON-TRANSFER OXYGENATION

Thermally stable 1,2-dioxetanes have been synthesized by the reaction of enol-ethers with tris p-bromophenylammoniumyl hexachloroantimonate via a chain oxygenation reaction involving formation of enol-ether cation radicals.

Use of the Wadsworth-Emmons reaction for preparing hindered vinyl ethers and related 1,2-dioxetanes

Arylaldehyde acctals can be reacted with trimethyl phosphite to produce the corresponding dimethyl α-methoxy-benzylphosphonates, themselves used in a Wadsworth-Emmons reaction with adamantanone to produce hindered methyl vinyl ethers. These vinyl ethers are useful in the preparation of chemiluminescent 1,2-dioxetanes. The scope of the reaction has been explored.

OXIDATION OF ENOL ETHERS BY METAL(VI)OXIDE DIPEROXIDES

Alkoxy(aryl) adamantylidenes react with chromium(VI) or molybdenum(VI) oxide diperoxides in CHCl3 under argon yielding the corresponding 1,2-dioxetanes and/or carbonyl products derived from the fragmentation of the dioxetanes.The reaction most likely proceeds via preliminary epoxidation of the unsaturated substrates.