35279-25-5

Basic information

• Product Name: acetoxymethyl phenyl ether
• Synonyms: acetoxymethyl phenyl ether
• CAS NO: 35279-25-5
• Molecular Weight: 166.177
• Mol File: 35279-25-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: acetoxymethyl phenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: acetoxymethyl phenyl ether(35279-25-5)
• EPA Substance Registry System: acetoxymethyl phenyl ether(35279-25-5)

Safety Data

• Hazardous Substances Data: 35279-25-5(Hazardous Substances Data)

Upstream product

• 142-71-2 copper diacetate 
• 122-59-8 2-phenoxyacetic acid 
• 13398-11-3 iodomethyl acetate 
• 108-95-2 phenol 
• 546-67-8 lead(IV) tetraacetate 
• 83693-60-1 (Phenoxymethyl)tri-n-butylstannane 
• 64-19-7 acetic acid 
• 100-66-3 methoxybenzene 

Downstream Products

• 50-00-0 formaldehyd 
• 64-19-7 acetic acid 
• 108-95-2 phenol 

Relevant articles and documents

Reaction of alkylcarbonyloxymethyl halides with phenols: reevaluating the influence of steric hindrance

Evidence is presented that contradicts an earlier finding that, in the absence of steric hindrance, the coupling reaction of alkylcarbonyloxymethyl (ACOM) halides with phenols favors acylated product. A one-step synthesis is used to generate sterically unhindered ACOM iodides, which are then reacted with several phenols to give mainly alkylated phenol.

Reaction of α-(n-alkylcarbonyloxy)alkyl (ACOA) halides with 4-hydroxyacetanilide and 2,2,5,7,8-pentamethyl-6-chromanol: The effect of steric hindrance on reaction path

A convenient synthesis of α-(n-alkylcarbonyloxy)alkyl (ACOA) iodides has been developed and a homologous series of n-alkylcarbonyloxymethyl (ACOM) iodides have been used to alkylate 4-hydroxyacetanilide (acetaminophen, APAP), a sterically unhindered phenol, and a sterically hindered phenol (2,2,5,7,8-pentamethyl-6-chromanol). Steric hindrance was not a significant factor in the ratio of acylated (Path b) to alkylated (Path a) for these reactions. Given the reported toxicity associated with sterically hindered ACOM prodrugs, n-alkyl ACOM and ACOA promoieties present themselves as viable alternatives to the more commonly used pivalate-based derivatives. Georg Thieme Verlag Stuttgart.

Metal Ion Oxidation. VIII. Oxidation of Organic Compounds by Copper(III)

The copper(III) complex of biuret has been shown to oxidize aromatic and alicyclic compounds in acetic and trifluoroacetic acid, yielding acetates and dehydro dimers.The product pattern of these reactions supports an electron transfer mechanism.Aryl halides, e.g. fluorobenzene, are hydrolyzed to phenols and the mechanism is postulated to be an electron transfer chain mechanism, the SON2 mechanism.Substituted arylacetic acids are decarboxylated when treated with 1 in acetic acid at reflux temperature.This decarboxylation is proposed to be a one-electron process, the rate-determining step being the decomposition of an arylacetic acid-copper(III) complex to a benzylic radical.