2785-75-3

Basic information

• Product Name: 3,5-Dimethylpyrocatechol
• Synonyms: 3,5-Dimethyl-1,2-benzenediol;3,5-Dimethylpyrocatechol
• CAS NO: 2785-75-3
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• Mol File: 2785-75-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 64-66 °C
• Boiling Point: 258.2°Cat760mmHg
• Flash Point: 124.5°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 0.00861mmHg at 25°C
• Refractive Index: 1.582
• PKA: 10.02±0.15(Predicted)
• CAS DataBase Reference: 3,5-Dimethylpyrocatechol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethylpyrocatechol(2785-75-3)
• EPA Substance Registry System: 3,5-Dimethylpyrocatechol(2785-75-3)

Safety Data

• Hazardous Substances Data: 2785-75-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 4873, 1983 DOI: 10.1021/jo00173a018

InChI:InChI=1/C8H10O2/c1-5-3-6(2)8(10)7(9)4-5/h3-4,9-10H,1-2H3

Upstream product

• 105-67-9 2,4-Xylenol 
• 1666-02-0 2-hydroxy-4,6-dimethylbenzaldehyde 
• 108-68-9 3,5-Dimethylphenol 
• 1446354-11-5 7-methyl-3,4-dihydro-2H-benzo[b]1,4-dioxepine 
• 7277-36-3 6-acetoxy-4,6-dimethyl-cyclohexa-2,4-dienone 
• 35490-72-3 2-methoxy-3,5-dimethylaniline 
• 69051-75-8 4,6-dimethyl-2-nitroanisole 
• 14452-34-7 2,4-dimethyl-6-nitrophenol 
• 854037-93-7 2-(3,5-dimethyl-phenoxy)-5-nitro-benzophenone 
• 91061-56-2 2-Acetoxy-3,5-dimethyl-phenol 
• 15191-36-3 2-bromo-4,6-dimethylphenol 
• 2931-90-0 5-formylvanillin 
• 875845-99-1 2-(2-hydroxy-3,5-dimethyl-phenoxy)-5-nitro-benzophenone 
• 2785-85-5 2-methoxy-3,5-dimethylphenol 

Downstream Products

• 256428-74-7 3,5,4',6'-tetramethyl-2,2'-methanediyl-di-phenol 
• 4370-49-4 3,5-dimethyl-3,5-cyclohexadiene-1,2-dione 
• 91061-56-2 2-Acetoxy-3,5-dimethyl-phenol 
• 859739-61-0 4-iodo-1,2-dimethoxy-3,5-dimethyl-benzene 
• 13312-36-2 1,2-dimethoxy-3,5-dimethyl-4-nitro-benzene 
• 87568-17-0 4-chloro-3,5-dimethyl-1,2-benzenediol 
• 87567-88-2 4-chloro-3,5-dimethyl-3,5-cyclohexadiene-1,2-dione 
• 1048383-07-8 4,6-dimethyl-2-[2-(phenylazo)phenyl]-1,3,2-benzodioxaborole 
• 30718-65-1 1,2-dimethoxy-3,5-dimethylbenzene 
• 49582-95-8 1,2-diacetoxy-3,5-dimethyl-benzene 

Relevant articles and documents

Catalytic Regioselective C-H Acetoxylation of Arenes Using 4,6-Dimethoxy-1,3,5-triazin-2-yloxy as a Removable/Modifiable Directing Group

One of the major current challenges in the field of C-H functionalization is the development of new removable/modifiable directing groups (DGs). We report here the 4,6-dimethoxy-1,3,5-triazin-2-yloxy group as a new readily removable/modifiable DG for the regioselective acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine. This developed phenol-derived DG can be easily removed to offer synthetically versatile pyrocatechols or converted into a useful biphenyl skeleton. In addition, the acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine offers a new avenue to synthesize polysubstituted s-triazine derivatives.

Catalytic activity of Fe-porphyrins grafted on multiwalled carbon nanotubes in the heterogeneous oxidation of sulfides and degradation of phenols in water

A biomimetic heterogeneous catalyst was prepared by immobilization of meso-tetrakis(4-carboxyphenyl)porphyrinatoiron(III) chloride (Fe(TCPP)Cl) on multiwalled carbon nanotubes (MWCNTs). The anchored catalyst was characterized by transmission electron microscopy, powder X-ray diffraction, ultraviolet–visible, and Fourier transform infrared spectroscopy. The amount of Fe-porphyrin loaded on the nanotubes was estimated by atomic absorption spectroscopy The thermogravimetric analysis demonstrated that the catalyst was thermally stable up to almost 350 °C, exhibiting high thermal stability. Oxidation of sulfides and phenols with urea hydrogen peroxide (UHP) in water was efficiently enhanced with excellent selectivity under the influence of [Fe(TCPP)Cl@MWCNT]. The title heterogeneous catalytic system facilitates a greener reaction because the reaction solvent is water and UHP is used as a safe oxidant.

A Catalyst-Controlled Aerobic Coupling of ortho-Quinones and Phenols Applied to the Synthesis of Aryl Ethers

ortho-Quinones are underutilized six-carbon-atom building blocks. We herein describe an approach for controlling their reactivity with copper that gives rise to a catalytic aerobic cross-coupling with phenols. The resulting aryl ethers are generated in high yield across a broad substrate scope under mild conditions. This method represents a unique example where the covalent modification of an ortho-quinone is catalyzed by a transition metal, creating new opportunities for their utilization in synthesis.