22900-79-4

Basic information

• Product Name: N-(4-hydroxy-3,5-dimethyl-phenyl)acetamide
• Synonyms: N-(4-hydroxy-3,5-dimethyl-phenyl)acetamide;3',5'-dimethylacetaminophen
• CAS NO: 22900-79-4
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.24
• Mol File: 22900-79-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 311.75°C (rough estimate)
• Flash Point: 169.6°C
• Appearance: /
• Density: 1.1248 (rough estimate)
• Vapor Pressure: 1.38E-05mmHg at 25°C
• Refractive Index: 1.5150 (estimate)
• Water Solubility: 2.2g/L(25 oC)
• CAS DataBase Reference: N-(4-hydroxy-3,5-dimethyl-phenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-hydroxy-3,5-dimethyl-phenyl)acetamide(22900-79-4)
• EPA Substance Registry System: N-(4-hydroxy-3,5-dimethyl-phenyl)acetamide(22900-79-4)

Safety Data

• Hazardous Substances Data: 22900-79-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO2/c1-6-4-9(11-8(3)12)5-7(2)10(6)13/h4-5,13H,1-3H3,(H,11,12)

Upstream product

• 74827-85-3 N-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetamide 
• 75-08-1 ethanethiol 
• 2423-71-4 2,6-dimethyl-4-nitro phenol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 15980-22-0 3,5-dimethyl-4-hydroxyaniline 
• 99-12-7 5-nitro-m-xylene 
• 68395-77-7 N-(3,5-dimethylphenyl)hydroxylamine 
• 1009639-10-4 N-(3,5-dimethylphenyl)acetohydroxamic acid 
• 576-26-1 2.6-dimethylphenol 
• 13331-93-6 4-nitroso-2,6-xylenol 

Downstream Products

• 22900-80-7 N-(3,5-dimethyl-4-ethoxyphenyl)acetamide 
• 1323117-28-7 toluene-4-sulfonic acid 4-acetylamino-2,6-dimethylphenyl ester 
• 214754-56-0 4-methoxycarbonyl-N-hydroxyphthalimide 
• 2592-95-2 benzotriazol-1-ol 
• 26198-21-0 6-trifluoromethyl-1-hydroxybenzotriazole 
• 26198-26-5 6-methyl-1H-benzo[d][1,2,3]triazol-1-ol 
• 5319-71-1 3-hydroxy-4-oxo-3,4-dihydroquinazoline 
• 28230-32-2 3-hydroxy-3,4-dihydrobenzotriazine-4-one 
• 1338824-25-1 N-(4-(2-methoxy-5-(3-(2-methoxyethyl)-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)benzyloxy)-3,5-dimethylphenyl)acetamide 
• 1338824-24-0 N-(4-(2-methoxy-5-(4-oxo-3-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydroquinazolin-2-yl)benzyloxy)-3,5-dimethylphenyl)acetamide 
• 1338824-21-7 N-(4-(5-(3-(furan-2-ylmethyl)-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)-2-methoxybenzyloxy)-3,5-dimethylphenyl)acetamide 
• 1338824-22-8 N-(4-(5-formyl-2-methoxybenzyloxy)-3,5-dimethylphenyl)acetamide 
• 74827-86-4 3',5'-dimethyl-2'-(ethylthio)-4'-hydroxyacetanilide 
• 74827-87-5 2,6-dimethyl-4-(phenylimino)cyclohexa-2,5-dien-1-one 

Relevant articles and documents

Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.

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Studies on the mechanism of toxicity of acetaminophen. Synthesis and reactions of N-acetyl-2,6-dimethyl- and N-acetyl-3,5-dimethyl-p-benzoquinone imines

N-Acetyl-2,6-dimethyl-p-benzoquinone imine and N-acetyl-3,5-dimethyl-p-benzoquinone imine were prepared from 2,6-dimethylacetaminophen and 3,5-dimethylacetaminophen by oxidation with lead tetraacetate. Reaction of N-acetyl-2,6-dimethyl-p-benzoquinone imine with hydrochloric acid gave 3'-chloro-2',6'-dimethyl-4'-hydroxyacetanilide, whereas ethanethiol, aniline, and ethanol gave tetrahedral adducts resulting from addition to the imine carbon. Water gave 2,6-dimethyl-p-benzoquinone. With N-acetyl-3,5-dimethyl-p-benzoquinone imine, water and aniline gave substitution on the imine carbon, yielding 2,6-dimethyl-p-benzoquinone and 3,5-dimethyl-N-phenyl-p-benzoquinone imine, respectively. Ethanethiol gave 3',5'-dimethyl-2'-(ethylthio)-4'-hydroxyacetanilide. The toxicity of 2,6-dimethylacetaminophen and 3,5-dimethylacetaminophen was examined histologically in mice and rats. 3,5-Dimethylacetaminophen was slightly more nephrotoxic but showed a similar hepatotoxicity to acetaminophen. 2,6-Dimethylacetaminophen, like N-methylacetaminophen, showed very little tissue damage.