5384-13-4

Basic information

• Product Name: 4'5'-DIMETHYL-2'-HYDROXYPROPIOPHENONE
• Synonyms: 4'5'-DIMETHYL-2'-HYDROXYPROPIOPHENONE
• CAS NO: 5384-13-4
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.22766
• Mol File: 5384-13-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 60–61°C
• Appearance: /
• CAS DataBase Reference: 4'5'-DIMETHYL-2'-HYDROXYPROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'5'-DIMETHYL-2'-HYDROXYPROPIOPHENONE(5384-13-4)
• EPA Substance Registry System: 4'5'-DIMETHYL-2'-HYDROXYPROPIOPHENONE(5384-13-4)

Safety Data

• Hazardous Substances Data: 5384-13-4(Hazardous Substances Data)

Usage

Preparation

Preparation by Fries rearrangement of 3,4-dimethylphenyl propionate with aluminium chloride without solvent between 120° and 150° (quantitative yield), at 165° for 1 h (93%), at 100° for 2 h (90%), at 110° (85%) and in the presence of sodium chloride ; in nitromethane at 20° for 7 days (89%).

Upstream product

• 51233-81-9 propionic acid-(3,4-dimethyl-phenyl ester) 
• 51233-82-0 propionic acid-(3,5-dimethyl-phenyl ester) 
• 149696-41-3 1-propionyl-2-difluoroboryloxy-4,5-dimethylbenzene 
• 95-65-8 3,4-Dimethylphenol 
• 36436-65-4 2-acetyl-4,5-dimethylphenol 
• 74-88-4 methyl iodide 

Downstream Products

• 100972-03-0 1-(2-allyloxy-4,5-dimethyl-phenyl)-propan-1-one 
• 938449-92-4 4,5-dimethyl-2-propionylphenyl trifluoromethanesulfonate 
• 149696-41-3 1-propionyl-2-difluoroboryloxy-4,5-dimethylbenzene 
• 938450-00-1 tert-butyl 4-(4,5-dimethyl-2-propionylphenyl)-piperidine-1-carboxylate 
• 938449-94-6 tert-butyl 4-(4,5-dimethyl-2-propionylphenyl)-3,6-dihydropyridine-1(2H)-carboxylate 
• 938450-48-7 1-[2-(1-{[(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidin-3-yl]carbonyl}piperidin-4-yl)-4,5-dimethylphenyl]propan-1-one 

Relevant articles and documents

PIPERIDINE DERIVATIVES AS MELANOCORTIN-4 RECEPTOR AGONISTS

Certain novel piperidine derivatives are agonists of the human melanocortin receptor(s) and, in particular, are selective agonists of the human melanocortin-4 receptor (MC-4R). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the activation of MC-4R, such as obesity, diabetes, sexual dysfunction, including erectile dysfunction and female sexual dysfunction.

Titanium Tetrachloride Induced Fries Rearrangement: A New Route to Disubstituted 2'-Hydroxypropiophenones

Fries rearrangement of some dialkylphenyl propionates with titanium tetrachloride proves to be a convenient route to hindered dialkyl 2'-hydroxypropiophenones.The sequential use of soft titanium tetrachloride to perform the Fries rearrangement followed by hard aluminum chloride to achieve the elimination of a protecting tert-butyl group allows the synthesis of some previously unknown 3',6'- and 5',6'-dialkyl-2-hydroxypropiophenones.