10139-84-1

Basic information

• Product Name: 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE
• Synonyms: 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE;2,4-DIHYDROXY-3-METHYLACETOPHENONE;1-(2,4-DIHYDROXY-3-METHYLPHENYL)ETHAN-1-ONE;2',4'-DIHYDROXY-3'-METHYLACETOPHENONE, T ECH., 90%;2,6-dihydroxy-4-methylphenylethanone;3'-Methyl-2',4'-dihydroxyacetophenone;2',4'-Dihydroxy-3'-methylacetophenone,90%,tech.;CH3C6H2(OH)2COCH3
• CAS NO: 10139-84-1
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• Product Categories: Aromatic Acetophenones & Derivatives (substituted)
• Mol File: 10139-84-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 150-154 °C
• Boiling Point: 254.38°C (rough estimate)
• Flash Point: 174 °C
• Appearance: orange-brown powder
• Density: 1.1708 (rough estimate)
• Vapor Pressure: 4.29E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: 8.32±0.23(Predicted)
• CAS DataBase Reference: 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE(10139-84-1)
• EPA Substance Registry System: 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE(10139-84-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 10139-84-1(Hazardous Substances Data)

Usage

Chemical Properties

orange-brown powder

Uses

chemo selective benzylation of 2,4-dihydroxy-3-methylacetophenone gave the 4-benzyloxy derivative. 4- Ethyl-6 methyl resorcinol was prepared by Clemmensen reduction of 4-dihydroxy-3- methylacetophenone.

Preparation

Isolation from natural sources –– From the volatile oil of Dendrobium nobile Lind. –– From the volatile oil of Dendrobium Ioddigesii Rolfe.

InChI:InChI=1/C9H10O3/c1-5-8(11)4-3-7(6(2)10)9(5)12/h3-4,11-12H,1-2H3

Upstream product

• 608-25-3 2-methylbenzene-1,3-diol 
• 75-36-5 acetyl chloride 
• 95-71-6 2-methylbenzene-1,4-diol 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 74-88-4 methyl iodide 
• 75-05-8 acetonitrile 

Downstream Products

• 36889-02-8 4-ethyl-1,3-dihydroxy-2-methylbenzene 
• 144224-86-2 4'-(acetyloxy)-2'-hydroxy-3'-methylacetophenone 
• 112776-93-9 6-acetyl-3,4-dihydro-7-hydroxy-8-methyl-2-phenyl-2H-1-benzopyran 
• 69469-91-6 1-(2-hydroxy-4-methoxy-3-methylphenyl)ethanone 
• 714961-06-5 1-[2-hydroxy-3-methyl-4-(2-quinolylmethoxy)phenyl]ethanone 
• 714961-04-3 1-[2-hydroxy-3-methyl-4-(4-pyridylmethoxy)phenyl]ethanone 
• 714961-00-9 1-[2-hydroxy-3-methyl-4-(2-pyridylmethoxy)phenyl]ethanone 
• 714961-02-1 1-[2-hydroxy-3-methyl-4-(3-pyridylmethoxy)phenyl]ethanone 
• 942134-11-4 4-hydroxy-8-methyl-7-(2-phenylbenzyloxy)-2H-1-benzopyran-2-one 
• 942134-12-5 4-hydroxy-8-methyl-7-(2-phenoxyethoxy)-2H-1-benzopyran-2-one 
• 954373-87-6 4-chloro-8-methyl-7-(2-phenylbenzyloxy)-2H-1-benzopyran-2-one 
• 118824-97-8 4'-Hydroxy-2'-methoxy-3'-methylacetophenone 
• 118824-96-7 4'-Benzyloxy-2'-methoxy-3'-methylacetophenone 
• 118824-98-9 4'-Hydroxy-2'-methoxy-3'-methyl-5'-nitroacetophenone 

Relevant articles and documents

Bypassing Biocatalytic Substrate Limitations in Oxidative Dearomatization Reactions by Transient Substrate Mimicking

Enzymatic oxidative dearomatization is an efficient way to generate chiral molecules from simple arenes. One example is the flavin-dependent monooxygenase SorbC involved in sorbicillinoid biosynthesis. However, SorbC requires a long-chain keto substituent at its phenolic substrate, thus preventing its application beyond the synthesis of natural sorbicillinoids or close structural analogues. This work describes an approach to broaden the accessible product spectrum of SorbC by employing an ester functionality mimicking the natural substrate structure during enzymatic oxidation.

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