6375-17-3

Basic information

• Product Name: 2-Acetamido-4-methylphenol
• Synonyms: n-(2-hydroxy-5-methylphenyl)-acetamid;N-(2-Hydroxy-5-methylphenyl)acetamide;N1-(2-HYDROXY-5-METHYLPHENYL)ACETAMIDE;2-ACETOMIDO-P-CRESOL;2-ACETAMIDO-4-METHYLPHENOL;2-HYDROXY-5-METHYLACETANILIDE;2-Hydroxy-5-Methylacetaniline;2-ACETAMIDO-P-CRESOL
• CAS NO: 6375-17-3
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• EINECS: 228-934-6
• Product Categories: Intermediates of Dyes and Pigments;Phenol&Thiophenol&Mercaptan
• Mol File: 6375-17-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 336.523 °C at 760 mmHg
• Flash Point: 157.324 °C
• Appearance: Solid
• Density: 1.204 g/cm ³
• Vapor Pressure: 5.71E-05mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.57±0.48(Predicted)
• CAS DataBase Reference: 2-Acetamido-4-methylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetamido-4-methylphenol(6375-17-3)
• EPA Substance Registry System: 2-Acetamido-4-methylphenol(6375-17-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• TSCA: Yes
• Hazardous Substances Data: 6375-17-3(Hazardous Substances Data)

Usage

General Description

Solid.

Reactivity Profile

Compounds in this group do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Fire Hazard

Flash point data for 2-Acetamido-4-methylphenol are not available. 2-Acetamido-4-methylphenol is probably combustible.

InChI:InChI=1/C9H11NO2/c1-6-3-4-9(12)8(5-6)10-7(2)11/h3-5,12H,1-2H3,(H,10,11)

Upstream product

• 5676-58-4 2,5-dimethyl-1,3-benzoxazole 
• 75813-74-0 2-acetamido-4-methylphenyl acetate 
• 108-24-7 acetic anhydride 
• 95-84-1 3-amino-4-hydroxytoluene 
• 62-53-3 aniline 
• 952-47-6 2-hydroxy-5-methylazobenzene 
• 7664-93-9 sulfuric acid 
• 26054-05-7 acetic acid-(4-methyl-2-phenylazo-phenyl ester) 
• 75-36-5 acetyl chloride 
• 60-35-5 acetamide 
• 18268-51-4 4-(2-hydroxy-5-methyl-phenylazo)-benzenesulfonic acid ; sodium-salt 
• 106-44-5 p-cresol 
• 119-33-5 4-methyl-2-nitrophenol 
• 3973-90-8 cis-1-(2-hydroxy-5-methylphenyl)ethanone oxime 

Downstream Products

• 5676-58-4 2,5-dimethyl-1,3-benzoxazole 
• 2639-35-2 2-(4-chloro-styryl)-5-methyl-benzooxazole 
• 73916-09-3 5-methyl-2-(4-nitro-styryl)-benzooxazole 
• 73916-05-9 5-Methyl-2-((E)-styryl)-benzooxazole 
• 73916-06-0 4-[(E)-2-(5-Methyl-benzooxazol-2-yl)-vinyl]-phenol 
• 73916-07-1 2-[(E)-2-(4-Methoxy-phenyl)-vinyl]-5-methyl-benzooxazole 
• 27123-77-9 4-[2-(5-methyl-benzooxazol-2-yl)-vinyl]-benzonitrile 
• 73916-08-2 Dimethyl-{4-[(E)-2-(5-methyl-benzooxazol-2-yl)-vinyl]-phenyl}-amine 
• 2583-91-7 4-[(E)-2-(5-Methyl-benzooxazol-2-yl)-vinyl]-benzoic acid methyl ester 
• 436865-50-8 N-(3-hydroperoxy-3-methyl-6-oxocyclohexa-1,4-dienyl)acetamide 
• 436865-51-9 N-(3-hydroxy-3-methyl-6-oxocyclohexa-1,4-dienyl)acetamide 
• 93-63-0 2-benzoylamino-4-methyl-phenol 
• 1296885-48-7 trifluoromethanesulfonic acid 2-acetylamino-4-methyl-phenyl ester 
• 1296885-51-2 N-[2-(3-hydroxy-3-methyl-but-1-ynyl)-5-methyl-phenyl]-acetamide 

Relevant articles and documents

Metabolism and excretion of 2-nitro-p-cresol in rats

Metabolism of 2-nitro-p-cresol (NPC), an important commercial chemical, was studied in female Sprague-Dawley rats, using 14C-NPC. It was found that NPC was rapidly absorbed and excreted after an oral dose of 250 mg/kg. Approximately 90% of the administered dose was excreted into urine and less than 10% of the dose into feces for 5 days. Urinary and fecal excretion were found to the same extent after 48 h. Bile excretion amounted to approximately 25% for 2 days. Blood levels of 14C-NPC reached the maximum concentration (39.4 μg-equivalents/g) within 1 h, and decreased bi-exponentially. The apparent half-lives of 14C-NPC were 3.8 h for the rapid phase and 37 h for the slow phase, respectively. From studying the distribution in organs at 1.5, 6, 24, 72 and 120 h, we found that the concentrations of radioactivity in various tissues of rats were relatively high in the stomach, intestine, liver, kidney, blood, ovary and uterus. Most organs showed the maximum concentrations at 1.5 h, except for intestine, kidney, ovary, and uterus at 6 h. There was no specific tissue retention after 72 h. Two main conjugate metabolites, glucuronide and sulfate of NPC, were detected with free NPC and 2-acetylamino-p-cresol (AAPC) in the urine. NPC was rapidly absorbed and excreted mainly into urine as the conjugate metabolites. A part of NPC was reduced to 2-amino-p-cresol, followed by acetylation to give AAPC.

Chiral N,N Ligands Enabling Palladium-Catalyzed Enantioselective Intramolecular Heck–Matsuda Carbonylation Reactions by Sequential Migratory and CO Insertions

Unprecedented enantioselective intramolecular Heck carbonylation reactions of arenediazonium salts were enabled by a chiral N,N ligand. This reaction constitutes the first enantioselective Heck carbonylation that proceeds through migratory insertion followed by CO insertion. The enantioenriched functionalized dihydrobenzofurans were obtained in good to high yields and enantiomeric ratios of up to 98:2 under mild and operationally simple reaction conditions.

Production method of 2-acetamido-4-methyl benzene alkyl ether

The invention relates to a production method of 2-acetamido-4-methyl benzene alkyl ether. The production method comprises the following steps of (1) adding o-amino-p-cresol into a reaction still, adding acetic acid for acetylation to obtain o-acetamido-p-cresol; (2) performing detection after reacting for a certain time in the step 1, if a detection result is that ammonia ions exist, then continuously performing the reaction in the step (1); if the reaction result is that the ammonia ions do not exist, then adding sulphate or haloalkane in the reaction still for an alkylation reaction, so as to obtain the 2-acetamido-4-methyl benzene alkyl ether. The production method provided by the invention is simple and easy in obtaining the raw materials, mature in technology, low in cost, less in pollution and high in yield.