487-69-4

Basic information

• Product Name: 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE
• Synonyms: Orcylaldehyde;Orcylic aldehyde;2,4-Dihydroxy-6-methylbenzaldehyde;6-Methyl-β-resorcyladehyde
• CAS NO: 487-69-4
• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15
• Product Categories: Aldehydes;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 487-69-4.mol
• Article Data: 31

Chemical Properties

• Melting Point: 180-184 °C
• Boiling Point: 321.9°Cat760mmHg
• Flash Point: 162.7°C
• Appearance: /
• Density: 1.331g/cm³
• Vapor Pressure: 0.000154mmHg at 25°C
• Refractive Index: 1.648
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 7.69±0.23(Predicted)
• CAS DataBase Reference: 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE(487-69-4)
• EPA Substance Registry System: 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE(487-69-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 487-69-4(Hazardous Substances Data)

Usage

General Description

2,4-Dihydroxy-6-Methylbenzaldehyde is an aromatic compound belonging to the class of phenols and derivatives. It's a unique chemical with the molecular formula C8H8O3. 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE involves several reactive groups such as phenols, aldehydes, and ketones. As implied by its name, it contains two hydroxy groups (OH-) at the 2nd and 4th positions and a methyl group (-CH3) at the 6th position of the benzene ring with an aldehyde group (-CHO) at the 1st position. 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE is less common, but it can potentially be used in various chemical reactions and products as raw material due to the presence of these reactive groups. The properties and applications of this compound vary based on how it's manipulated in a chemical reaction.

InChI:InChI=1/C8H8O3/c1-5-2-6(10)3-8(11)7(5)4-9/h2-4,10-11H,1H3

Upstream product

• 4435-90-9 3-formyl-4,6-dihydroxy-2-methyl-benzoic acid 
• 504-15-4 orcinol 
• 67-66-3 chloroform 
• 557-21-1 zinc(II) cyanide 
• 527-55-9 4,5-dimethylresorcinol 
• 859191-76-7 3-formyl-4,6-dihydroxy-2-methyl-benzoic acid ethyl ester 
• 2524-37-0 ethyl orselinate 
• 68-12-2 N,N-dimethyl-formamide 
• 557-21-1 dicyanozinc 
• 2032-76-0 dichloromethyl-methyl sulfide 
• 92114-96-0 mercury fulminate 
• 74-90-8 hydrogen cyanide 
• 50-00-0 formaldehyd 

Downstream Products

• 19861-08-6 4-amino-benzoic acid-(2,4-dihydroxy-6-methyl-benzylidenehydrazide) 
• 35202-06-3 2,4-diacetoxy-6-methyl-benzaldehyde 
• 27613-31-6 2,4,5-trihydroxy-6-methylbenzoic acid 
• 519-42-6 5-methylorsellinic acid 
• 16275-95-9 2,3,6-trihydroxy-p-toluic acid methyl ester 
• 219298-65-4 2-hydroxy-6-methyl-4-(tetrahydropyran-2-yloxy)benzaldehyde 

Relevant articles and documents

SYNTHESIS OF COLLETOCHLORIN D

An efficient three-step synthesis of Colletochlorin D from orcinol has been achieved.

Synthesis of natural product-like polyprenylated phenols and quinones: Evaluation of their neuroprotective activities

Twenty-seven natural product-like polyprenylated phenols and quinones were synthesized and their neuroprotective activity was tested using human monoamine oxidase B (MAO-B) and SH-SY5Y cells. Eight compounds inhibited MAO-B (IC50 values 25 μM

Directed Remote Lateral Metalation: Highly Substituted 2-Naphthols and BINOLs by In Situ Generation of a Directing Group

A general synthesis of highly substituted 2-naphthols based on a new carbanionic reaction sequence is demonstrated. The reaction exploits the dual nature of lithium bases consisting of consecutive ring opening of readily available coumarins with either LiNEt2 or LiNiPr2 into Z-cinnamamides, thus generating a directing group in situ and allowing, by conformational freedom, a lateral directed remote metalation for ring closure to give the aryl 2-naphthols in good to excellent yields. These transformations can be combined to provide a more efficient one-pot process. Mechanistic insight into the remote lateral metalation step, demonstrating the requirement of Z-cinnamamide, is described. Application of this methodology to the synthesis of highly substituted 3,3′-diaryl BINOL ligands is also reported.