28480-70-8

Basic information

• Product Name: 5'-CHLORO-2'-HYDROXY-4'-METHYLACETOPHENONE
• Synonyms: 5'-CHLORO-2'-HYDROXY-4'-METHYLACETOPHENONE;5-CHLORO-2-HYDROXY-4-METHYLACETOPHENONE;4-ACETYL-2-CHLORO-5-HYDROXYTOLUENE;1-(5-CHLORO-2-HYDROXY-4-METHYLPHENYL)ETHANONE;2-ACETYL-4-CHLORO-5-METHYLPHENOL;5'-Chooro-2'-Hydroxy-4'-Methylacetophenone;4-Acetyl-2-chloro-5-hydroxytoluene 2-Acetyl-4-chloro-5-methylphenol;5'-Chloro-2'-hydroxy-4'-methylacetophenone 98%
• CAS NO: 28480-70-8
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);C9;Carbonyl Compounds;Ketones
• Mol File: 28480-70-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 70-73 °C(lit.)
• Boiling Point: 137 °C / 15mmHg
• Flash Point: 132.2 °C
• Appearance: /
• Density: 1.25 g/cm³
• PKA: 9.84±0.23(Predicted)
• CAS DataBase Reference: 5'-CHLORO-2'-HYDROXY-4'-METHYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-CHLORO-2'-HYDROXY-4'-METHYLACETOPHENONE(28480-70-8)
• EPA Substance Registry System: 5'-CHLORO-2'-HYDROXY-4'-METHYLACETOPHENONE(28480-70-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 28480-70-8(Hazardous Substances Data)

Usage

Uses

5′-Chloro-2′-hydroxy-4′-methylacetophenone (5-chloro-2-hydroxy-4-methylacetophenone) may be used in the preparation of the following:chalcones, required for the synthesis of novel pyrazoline derivatives5′-chloro-2′-hydroxy-4′-methyl-3-(2′′-thienyl)acrylophenone6-chloro-3-hydroxy-7-methyl-2-(2-thienyl)-4H-chromen-4-one, a complexing agent used for the spectrophotometric determination of vanadium(V)

Preparation

Preparation by reaction of acetic acid on 4-chloro-3- methylphenol with boron trifluoride at 70–100° (80–85%).

General Description

5′-chloro-2′-hydroxy-4′-methylacetophenone (5-Chloro-2-hydroxy-4-methylacetophenone) is a hydroxylated aromatic acetophenone. Its iodination by pyridinium iodochloride has been reported to afford 5-chloro-2-hydroxy-3-iodo-4-methylacetophenone.

Upstream product

• 54963-43-8 4-chloro-3-methylphenyl acetate 
• 59-50-7 4-Chloro-3-methylphenol 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 38589-71-8 5-chloro-2-hydroxy-4-methyl-acetophenone oxime 
• 5903-07-1 4-chloro-2-isopropyl-5-methyl-anisole 

Downstream Products

• 141213-81-2 (E)-1-(5-Chloro-2-hydroxy-4-methyl-phenyl)-3-naphthalen-1-yl-propenone 
• 24547-66-8 (E)-1-(5-Chloro-2-hydroxy-4-methyl-phenyl)-3-p-tolyl-propenone 
• 837416-51-0 3-(1-phenyl-3-thiophen-2-yl-1H-pyrazol-4-yl)-acrylic acid 2-acetyl-4-chloro-5-methyl-phenyl ester 
• 203301-18-2 4-chloro-2-(1-hydrazono-ethyl)-5-methyl-phenol 
• 1026-32-0 (2-acetyl-4-chloro-5-methylphenoxy)acetic acid ethyl ester 
• 865428-31-5 C₂₅H₁₈Cl₂N₂O₂ 
• 1252045-70-7 C₃₁H₂₄ClN₃O₂ 
• 1246356-27-3 C₂₄H₁₈ClN₃O₂ 
• 1260667-96-6 (E)-1-(5-chloro-2-hydroxy-4-methylphenyl)-3-(4-fluorophenyl)prop-2-en-1-one 
• 1260667-97-7 C₁₈H₁₇ClO₄ 
• 1318918-56-7 3-(5'-chloro-2'-hydroxy-4'-methylphenyl)-5-(4-chlorophenyl)-1-(p-sulfamylphenyl)-Δ(2)-pyrazoline 
• 41011-12-5 C₁₆H₁₂Cl₂O₂ 
• 1318918-50-1 3-(5'-chloro-2'-hydroxy-4'-methylphenyl)-5-(2-chlorophenyl)-1-(p-sulfamylphenyl)-Δ(2)-pyrazoline 
• 24547-64-6 (E)-1-(5-Chloro-2-hydroxy-4-methyl-phenyl)-3-(2-chloro-phenyl)-propenone 

Relevant articles and documents

Synthesis and Antibacterial Screening of Some New Pyrazolylchromones and Pyrazolylcoumaran-3-ones

Some new pyrazolylchromones 4a-e (flavone analogs) and pyrazolylcoumaran-3-ones 5a-e (aurone analogs) were synthesized by refluxing chalcones 3a-e in dimethyl sulfoxide/I2 and Pyridine/ Hg(OAc)2, respectively. Spectral techniques such as infrared, proton nuclear magnetic resonance, and mass spectrometry were used to confirm the structures of newly synthesized compounds. These compounds were studied for their antibacterial activities toward Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Salmonella typhi. Some of these compounds showed promising activity against test organisms.

Synthesis, antimicrobial activity and anti-biofilm activity of novel tetrazole derivatives

In the development of antimicrobial agents, we designed and synthesized novel tetrazole derivatives. The structures of compounds 6a-f and 7a-f were characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. These compounds were tested for their antimicrobial activity against a series of strains Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa and for antifungal activity against the strains Candida albicans, Candida glabrata, and Candida tropicalis. Compounds 6e, 6f, 7a, and 7f exhibit potent antimicrobial activities compared to the reference drugs streptomycin and miconazole. Tetrazole derivatives 7a-f also inhibit biofilm formation and compound 7f exhibits best anti-biofilm activity with a biofilm inhibitory concentration (BIC) as low as 0.9 μm.

Synthesis of hydrazones schiff bases and microbiological evaluation of lsonicotinoyl hydrazide with different acetophenone

A series of hydrazones Schiff bases compounds have been synthesized by reacting isonicotinoyl hydrazide with 2-hydroxy-5-chloro acetophenone, 2-hydroxy-5-methyl acetophenone, 2-hydroxy-5-carboxy acetophenone, 2,5-dihydroxy acetophenone, 2-hydroxy-5-chloro-4-methyl acetophenone, 2-hydroxy-5-chloro-3- nitro acetophenone, 2-hydroxy-5-methyl-3-nitro acetophenone and 2-hydroxy-5-bromo acetophenone. The Schiff bases have been evaluated for the antifungal and antibacterial activities.