49710-99-8

Basic information

• Product Name: 2'-hydroxy-5'-methoxypropiophenone
• Synonyms: 2'-hydroxy-5'-methoxypropiophenone;1-(2-Hydroxy-5-methoxyphenyl)-1-propanone
• CAS NO: 49710-99-8
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20048
• EINECS: 256-440-0
• Mol File: 49710-99-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 47–49°C
• Boiling Point: 287.3°Cat760mmHg
• Flash Point: 110.7°C
• Appearance: /
• Density: 1.126g/cm³
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2'-hydroxy-5'-methoxypropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-hydroxy-5'-methoxypropiophenone(49710-99-8)
• EPA Substance Registry System: 2'-hydroxy-5'-methoxypropiophenone(49710-99-8)

Safety Data

• Hazardous Substances Data: 49710-99-8(Hazardous Substances Data)

Usage

Uses

1-(2-Hydroxy-5-methoxyphenyl)-1-propanone can be used as a new class of transient receptor potential channel TRPA1 and TRPM8 modulators.

Preparation

Preparation by Fries rearrangement of p-methoxyphenyl propionate,with titanium tetrachloride without solvent at 120° for 1 h (74%)with aluminium chloride in nitrobenzene at 80–100° for 2 h (41%).

Upstream product

• 79-03-8 propionyl chloride 
• 150-78-7 1,4-dimethoxybezene 
• 13098-94-7 Propansaeure-(4-methoxyphenyl)ester 
• 5803-30-5 2',5'-dimethoxypropiophenone 
• 150-76-5 4-methoxy-phenol 
• 123-62-6 propionic acid anhydride 
• 938-46-5 2',5'-dihydroxypropiophenone 

Downstream Products

• 5803-30-5 2',5'-dimethoxypropiophenone 
• 29048-58-6 2-(carbethoxymethoxy)-5-methoxypropiophenone 

Relevant articles and documents

Method for removing and recovering impurities in methoxylamine hydrochloride synthesis reaction raw material

The invention provides a method for removing and recovering impurities in a methoxylamine hydrochloride synthesis reaction raw material, which belongs to the field of chemical engineering. The methodcomprises the following steps: (1) removal: adding an alkaline reagent into the methoxylamine hydrochloride synthesis reaction raw material, mixing, and separating methyl-removed impurities on one side; and (2) recovery: adding a methylation reagent into the methyl-removed impurities on one side separated in the step (1) to carry out a methylation reaction so as to obtain 2, 5-dimethoxypropiophenone, and recovering the 2, 5-dimethoxypropiophenone. According to the method, the characteristic that phenolic hydroxyl groups in impurities of a methoxylamine hydrochloride synthesis reaction raw material are weakly acidic is utilized, and the alkaline reagent is added to react with methyl-removed impurities on one side to form corresponding salt separation, so that impurities in the raw material2, 5-dimethoxypropiophenone are removed; after the separated impurity sodium salt is methylated again, 2, 5-dimethoxypropiophenone can be obtained again and recycled. The method is simpler and more convenient to operate, high in impurity removal rate and capable of effectively increasing the utilization rate of impurities in raw materials.

Probes for narcotic receptor mediated phenomena. 39. Enantiomeric n-substituted benzofuro[2,3-c]pyridin-6-ols: synthesis and topological relationship to oxide-bridged phenylmorphans

Enantiomers of N-substituted benzofuro[2,3-c]pyridin-6-ols have been synthesized, and the subnanomolar affinity and potent agonist activity of the known racemicN-phenethyl substituted benzofuro[2,3-c]pyridin-6-ol can now be ascribed to the 4aS,9aRenantiomer. The energy-minimized structures suggest that the active enantiomer bears a greater three-dimensional resemblance to morphine than to an ostensibly structurally similar oxide-bridged phenylmorphan. Structural features of the conformers of N-substituted benzofuro[2,3-c]pyridin- 6-ols were compared to provide the rationale for their binding affinity.

Psychotomimetic phenylisopropylamines. 5. 4 alkyl 2,5 dimethoxyphenylisopropylamines

A homologous series of 4 alkyl 2,5 dimethoxyphenylisopropylamines (alkyl = H through n C5H11 and t C4H9) was synthesized and compared with mescaline as serotonin agonists in a sheep umbilical preparation. The three carbon homolog 6d was found to be the most potent of the straight chain series in accordance with its observed psychotomimetic effectiveness in man.