61124-56-9

Basic information

• Product Name: ETHANONE, 1-(4-CHLORO-3-HYDROXYPHENYL)-
• Synonyms: ETHANONE, 1-(4-CHLORO-3-HYDROXYPHENYL)-;1-(4-Chloro-3-hydroxyphenyl)ethanone;1-(4-chloro-3-hydroxyphenyl)ethan-1-one
• CAS NO: 61124-56-9
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.594
• Mol File: 61124-56-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 106–107°C
• Boiling Point: 304.471 °C at 760 mmHg
• Flash Point: 137.939 °C
• Appearance: /
• Density: 1.299 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ETHANONE, 1-(4-CHLORO-3-HYDROXYPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: ETHANONE, 1-(4-CHLORO-3-HYDROXYPHENYL)-(61124-56-9)
• EPA Substance Registry System: ETHANONE, 1-(4-CHLORO-3-HYDROXYPHENYL)-(61124-56-9)

Safety Data

• Hazardous Substances Data: 61124-56-9(Hazardous Substances Data)

Usage

Preparation

Preparation by diazotization of 3-amino-4-chloro-acetophenone (quantitative yield) (16–18%).

Synthesis Reference(s)

Journal of Medicinal Chemistry, 23, p. 738, 1980 DOI: 10.1021/jm00181a008

Upstream product

• 121-71-1 3-Hydroxyacetophenone 
• 99-91-2 para-chloroacetophenone 
• 61920-02-3 2-(3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane 
• 73898-63-2 1-(4-chloro-3-methoxyphenyl)ethan-1-one 
• 79406-57-8 3-amino-4-chloroacetophenone 
• 85740-96-1 2-(4'-chloro-3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane 

Downstream Products

• 85740-99-4 5-(3'-hydroxy-4'-chloro-α-methylbenzylidene)rhodanine 
• 73898-34-7 4-chloro-3-hydroxyphenacyl bromide 
• 85741-12-4 5-methoxy-6-chloro-3-β-acetamidoethylbenzothiophene 
• 85741-01-1 (Z)-2-[(Z)-1-Carboxy-2-(4-chloro-3-hydroxy-phenyl)-propenyldisulfanyl]-3-(4-chloro-3-hydroxy-phenyl)-but-2-enoic acid 
• 85741-04-4 5-p-nitrobenzoyloxy-6-chloro-3-methylbenzothiophene 
• 85741-07-7 Benzoic acid 3-bromomethyl-6-chloro-benzo[b]thiophen-5-yl ester 
• 85741-05-5 5-benzoyloxy-6-chloro-3-methylbenzothiophene 
• 85741-00-0 3-(3'-hydroxy-4'-chlorofenyl)-2-mercapto-2-butenoic acid 
• 85741-02-2 6-chloro-5-hydroxy-3-methylbenzothiophene-2-carboxylic acid 
• 85740-98-3 4-chloro-3-methoxybenzoic acid 

Relevant articles and documents

Rate enhancements due to ultrasound in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic compounds in presence of KHSO4/KCl

Chlorination of aromatic compounds underwent magnificent rate accelerations in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic hydrocarbons in the presence of KCl and KHSO4. Reaction times reduced highly significantly from 4-5 h in conventional protocol to 30-40 min under sonication, followed by high yields of monochloro derivatives as products with high regioselectivity.

Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues

para-Regioselective bromination of phenol and analogues, promoted by p-toluenesulfonic acid, is achieved in high to excellent yields at room temperature with N-bromosuccinimide. Chlorination with N-chlorosuccinimide and catalysed by p-toluenesulfonic acid also gives para-chlorinated phenol analogues in good yields at room temperature. para-Bromination of phenol, promoted by p-toluenesulfonic acid, is achieved in excellent yields at room temperature with N-bromosuccinimide. p-Toluenesulfonic acid is also effective as a promoter of para-chlorination with N-chlorosuccinimide.

Synthesis and Structure-Activity Relationships among α-Adrenergic Receptor Agonists of the Phenylethanolamine Type

Nineteen arylethanolamine derivatives related to norepinephrine were prepared and tested for α-adrenergic stimulant activity.In one series the analogues possess a p-hydroxy function, while the meta position is substituted by methyl, ethyl, isopropyl, cyclohexyl, fluoro, chloro, iodo, carboxy, carbomethoxy, and methylsulfamido groups.The other series is meta hydroxylated with the para position substituted by the same groups.The influence of these groups upon the α-adrenergic activity is discussed, and the compounds are compared to octopamine, normetanephrine,norepinephrine, and norphenylephrine.It has been found that the introduction of an isopropyl, cyclohexyl, and fluoro group in the meta position of octopamine improves its affinity by three, five, and six times, respectively, whereas when these groups are introduced in the para position of norphenylephrine their effects are always detrimental.The most active compound, α-(aminomethyl)-(4-fluoro-3-hydroxyphenyl)methanol (44), has about one-hundreth the affinity and the same intrinsic activity as norepinephrine.