2886-52-4

Basic information

• Product Name: 1-Propanone, 1-(2-hydroxy-4-methylphenyl)-
• Synonyms: 1-Propanone, 1-(2-hydroxy-4-methylphenyl)-;2-hydroxy-4-methylpropiophenone;2-Hydroxy-4-methyl-propiophenon;3-Methyl-6-propionyl-phenol
• CAS NO: 2886-52-4
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 2886-52-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 44°C
• Boiling Point: 251.67°C (rough estimate)
• Density: 1.0326 (rough estimate)
• Refractive Index: 1.5490 (estimate)
• CAS DataBase Reference: 1-Propanone, 1-(2-hydroxy-4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1-(2-hydroxy-4-methylphenyl)-(2886-52-4)
• EPA Substance Registry System: 1-Propanone, 1-(2-hydroxy-4-methylphenyl)-(2886-52-4)

Safety Data

• Hazardous Substances Data: 2886-52-4(Hazardous Substances Data)

Usage

Preparation

Preparation by Fries rearrangement of m-cresyl propionate with aluminium chloridein nitromethane at 20° for 7 days (81%)in nitrobenzene at r.t., (79%), (63–67%) ;first, in carbon disulfide, then at 60–70° for 1 h after solvent elimination and at r.t. for 24 h (76%)without solvent at 100° (86%), 120° (85%) , 120–150°or 165°(89%).

Upstream product

• 57646-08-9 3,7-dimethyl-chromen-4-one 
• 141-52-6 sodium ethanolate 
• 51233-77-3 3-methyl phenylpropionate 
• 802294-64-0 propionic acid 
• 108-39-4 3-methyl-phenol 
• 51451-26-4 1-(2-hydroxy-6-methylphenyl)-1-propanone 
• 41389-12-2 5-methyl-2-allylphenol 
• 121194-61-4 2'-Hydroxy-3'-isopropyl-6'-methylpropiophenone 
• 137937-37-2 1-(2-methoxy-6-methylphenyl)-1-propanone 
• 5451-69-4 2-(isopropyl)-5-methylphenyl propionate 
• 121194-62-5 1-(2-Hydroxy-5-isopropyl-4-methyl-phenyl)-propan-1-one 
• 121194-63-6 1-(2-Hydroxy-4-isopropyl-6-methyl-phenyl)-propan-1-one 
• 129375-02-6 1-<2-hydroxy-4-methyl-3-(1-methylethyl)phenyl>-1-propanone 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 60388-60-5 2-hydroxy-4-methylpropiophenone oxime 
• 31143-55-2 2-propyl-5-methylphenol 

Relevant articles and documents

Photoredox/nickel-catalyzed hydroacylation of ethylene with aromatic acids

We report a general, practical and scalable hydroacylation reaction of ethylene with aromatic carboxylic acids with the synergistic combination of nickel and photoredox catalysis. Under ambient temperature and pressure, feedstock chemicals such as ethylene can be converted into high-value-added aromatic ketones in moderate to good yields (up to 92%) with reaction time of 2-6 hours.

Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines

Reactions involving phenol derivatives and acyl chlorides have to be controlled for competitive O-acylations and C-acylations (Friedel-Crafts acylations and Fries rearrangements) in acidic condition. The extent for these reactions in trifluoromethanesulfonic acid (TfOH), which is used as catalyst and solvent, is examined. Although diluted TfOH was needed for effective O-acylation, concentrated TfOH was required for effective C-acylations in mild condition. These results have been applied to the novel synthesis of homotyrosine derivatives. Both Fries rearrangement of N-TFA-Asp(OBn)-OMe and Friedel-Crafts acylation of phenol with N-TFA-Asp(Cl)-OMe in TfOH afforded the homotyrosine skeleton, followed by reduction and deprotection afforded homotyrosines maintaining stereochemistry of Asp as an optically pure form.

Lewis Acids Catalysed Fries Rearrangement of Isopropylcresol Esters

In the course of the Fries rearrangement, aluminium chloride frequently induces migration or elimination of alkyl groups.The results obtained with titanium tetrachloride for the synthesis of vicinal o-hydroxyketones are compared with those obtained with aluminium chloride for some aliphatic and aromatic esters of isopropylcresols.In order to understand the migration and elimination processes occurring, the stabilities of the o-hydroxyketones are studied in the presence of aluminium chloride at different temperatures.Furthermore, all-vicinal o-hydroxyketones were prepared by the Fries rearrangement of 6-tert-butyl-p-thymol with titanium tetrachloride.