699-91-2

Basic information

• Product Name: NSC 46633
• Synonyms: NSC 46633;1-(2-Hydroxy-3-methylphenyl)ethanone;2-Acetyl-6-methylphenol;2'-Hydroxy-3'-methylacetophenone;1-(2-hydroxy-3-Methylphenyl)ethan-1-one;1-(2-Hydroxy-3-methylphenyl)ethan-1-one, 2-Acetyl-6-methylphenol, 3-Acetyl-2-hydroxytoluene;Ethanone, 1-(2-hydroxy-3-Methylphenyl)-
• CAS NO: 699-91-2
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.1745
• Mol File: 699-91-2.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 238℃
• Flash Point: 97℃
• Appearance: /
• Density: 1.106
• Vapor Pressure: 0.0281mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.51±0.10(Predicted)
• CAS DataBase Reference: NSC 46633(CAS DataBase Reference)
• NIST Chemistry Reference: NSC 46633(699-91-2)
• EPA Substance Registry System: NSC 46633(699-91-2)

Safety Data

• Hazardous Substances Data: 699-91-2(Hazardous Substances Data)

Usage

Uses

2-Acetyl-6-methylphenol is used to prepare (hydroxyphenyl)(piperidinyl)pyridines as IκB kinase β inhibitors and orally active anti-inflammatory agents.

Preparation

Preparation by reaction of acetic acid on o-cresol with zinc chloride at reflux (Nencki reaction) (20%).

InChI:InChI=1/C9H10O2/c1-6-4-3-5-8(7(2)10)9(6)11/h3-5,11H,1-2H3

Upstream product

• 110-86-1 pyridine 
• 533-18-6 2-methylphenyl acetate 
• 108-24-7 acetic anhydride 
• 95-48-7 ortho-cresol 
• 64-19-7 acetic acid 
• 7446-70-0 aluminium trichloride 
• 7550-45-0 titanium tetrachloride 
• 98-95-3 nitrobenzene 
• 108-90-7 chlorobenzene 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 71-43-2 benzene 
• 7652-06-4 chloroethynyl-trimethyl-silane 
• 23184-01-2 (chloroethynyl)triethylsilane 
• 585-74-0 3-Methylacetophenone 

Downstream Products

• 65348-98-3 1-(2-hydroxy-3-methyl-5-nitro-phenyl)-ethanone 
• 104096-74-4 bis-(4-acetoxy-3-acetyl-5-methyl-phenyl)-sulfide 
• 132592-95-1 acetic acid-{4-[3-(2-hydroxy-3-methyl-phenyl)-3-oxo-trans-propenyl]-anilide} 
• 60072-29-9 Thiophene-2-carboxylic acid 2-acetyl-6-methyl-phenyl ester 
• 345933-90-6 (4-Chloro-3-methyl-phenoxy)-acetic acid 2-acetyl-6-methyl-phenyl ester 
• 129632-20-8 (E)-3-Furan-2-yl-acrylic acid 2-acetyl-6-methyl-phenyl ester 
• 1687-64-5 2-ethyl-6-methylphenol 
• 488151-74-2 1-[2-(4-methoxy-2-butynyloxy)-3-methylphenyl]ethanone 
• 95279-95-1 2'-Hydroxy-4-methoxy-3'-methyl-chalkon 
• 123983-08-4 2-benzyloxy-3-methylacetophenone 
• 1252045-72-9 C₃₁H₂₅N₃O₂ 
• 1353024-75-5 C₁₇H₁₆O₃ 
• 54758-47-3 2-(1-iminoethyl)-6-methylphenol 
• 1343513-32-5 8-methyl-2-(4-nitrophenyl)-4H-chromen-4-one 

Relevant articles and documents

GaCl3-catalyzed ortho-ethynylation of phenols

Phenols are ethynylated at the ortho position with silylated chloroethyne in the presence of a catalytic amount of GaCl3 and lithium phenoxide. The lithium salt is essential for the catalysis, and addition of 2,6-di(tert-butyl)-4-methylpyridine

Efficient preparation method of 2'-hydroxyacetophenone compounds

The invention discloses an efficient preparation method of 2'-hydroxyacetophenone compounds. The method comprises the following steps: substituted phenol and acetic anhydride in a molar ratio of 1:(1-1.1) is subjected to a reaction at 130-150 DEG C in the absent of a solvent, acetic acid substituted phenyl ester as shown in the formula is generated, and acetic acid and acetic acid substituted phenyl ester are separated by rectification; prepared acetic acid substituted phenyl ester is subjected to a transposition reaction under the action of a catalyst in an organic solvent at the temperatureof 50-120 DEG C, and 2'-hydroxyacetophenone compounds as shown in the formula are generated; filtering is performed to remove the catalyst after the reaction is finished, the solvent is removed by evaporation, and the 2'-hydroxyacetophenone compounds are prepared by rectification under vacuum, wherein the catalyst is phosphomolybdic acid, phosphotungstic acid, silicotungstic acid or a mixture of the acid. The preparation method has mild conditions and simple flow, and is environmentally friendly and suitable for industrial production, selectivity is high, and ortho-position selectivity is as high as 99.5%.

Ultrasound-assisted synthesis and antimicrobial activity of tetrazole-based pyrazole and pyrimidine derivatives

New tetrazole-based pyrazole and pyrimidine derivatives were synthesized by an ultrasound irradiation method. All compounds were characterized by infrared spectroscopy (IR), 1H nuclear magnetic resonance (NMR), 13C NMR, mass spectrometry (MS) and elemental analysis and assessed in vitro for their efficacy as antimicrobial agents against four bacteria (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa) and two fungi (Candida albicans, Aspergillus Niger). Compounds 8a, 8e, 9a, 9b and 9e show potent activity against the tested strains compared to the reference drugs chloramphenicol and clotrimazole.