634-65-1

Basic information

• Product Name: 2,4-DIMETHYL-1,3-BENZENEDIOL
• Synonyms: 2,4-DIMETHYL-1,3-BENZENEDIOL;2,4-dimethylbenzene-1,3-diol;1,3-Dihydroxy-2,4-dimethylbenzene;2,4-Dimethyl-1,3-dihydroxybenzene;2,6-DiMethyl-1,3-benzenediol;m-Xylene-2,4-diol
• CAS NO: 634-65-1
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16
• EINECS: 211-213-5
• Product Categories: API intermediates
• Mol File: 634-65-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 110℃
• Boiling Point: 286℃
• Flash Point: 142℃
• Appearance: /
• Density: 1.162
• Vapor Pressure: 0.00153mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.42±0.23(Predicted)
• CAS DataBase Reference: 2,4-DIMETHYL-1,3-BENZENEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIMETHYL-1,3-BENZENEDIOL(634-65-1)
• EPA Substance Registry System: 2,4-DIMETHYL-1,3-BENZENEDIOL(634-65-1)

Safety Data

• Hazardous Substances Data: 634-65-1(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the resorcinol from pet ether (b 60-80o), *C6H6/pet ether or toluene/BuOAc. It sublimes at 100-110o/1mm. [Beilstein 6 H 918, 6 II 891, 6 III 4588, 6 IV 5955.]

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

Upstream product

• 85705-31-3 3,5-Dimethyl-2,4-dioxo-1-cyclohexancarbonsaeure-methylester 
• 49582-92-5 1,3-diacetoxy-2,4-dimethyl-benzene 
• 91721-05-0 5-Brom-2,4-dimethyl-resorcin-diacetat 
• 108-46-3 recorcinol 
• 608-25-3 2-methylbenzene-1,3-diol 
• 58661-08-8 6-hydroxy-5,6-dimethyl-cyclohexa-2,4-dienone 
• 108-24-7 acetic anhydride 
• 3328-71-0 2,4-dihydroxyisophthalic anhydride 
• 89980-91-6 5-bromo-2,4-dimethyl-resorcinol 
• 105-67-9 2,4-Xylenol 
• 576-26-1 2.6-dimethylphenol 
• 6248-20-0 2,4-dihydroxy-3-methylbenzaldehyde 

Downstream Products

• 79950-85-9 sorbicillin 
• 577-45-7 1-(2,4-dihydroxy-3,5-dimethylphenyl)ethanone 
• 90536-32-6 2,4-dihydroxy-3,5-dimethylbenzaldehyde 
• 90536-63-3 2,4-dihydroxy-3,5-dimethylbenzoic acid 
• 88924-67-8 2,4-dimethyl-6-hexanoyl-resorcinol 
• 251091-29-9 (+/-)-6-acetoxy-4-(2,4-hexadienoyl)-3-hydroxy-2,6-dimethyl-2,4-cyclohexadien-1-one 
• 267001-61-6 methyl 2,4-dihydroxy-3,5-dimethylbenzoate 
• 267001-71-8 2,4-dimethyl-6-isobutyryl-resorcinol 
• 267001-77-4 2,6-dimethyl-6-acetoxy-4-acetyl-3-hydroxy-2,4-cyclohexadien-1-one 
• 267001-74-1 2,4-dimethyl-6-trimethylacetyl-resorcinol 
• 267001-73-0 2,4-dimethyl-6-(3,3-dimethylacryloyl)-resorcinol 
• 267001-64-9 2,6-dimethyl-4-trimethylacetyl-3,6-dihydroxy-2,4-cyclohexadien-1-one 
• 267001-69-4 2,4-dimethyl-6-tigloyl-resorcinol 
• 267001-79-6 2,6-dimethyl-6-acetoxy-4-isobutyryl-3-hydroxy-2,4-cyclohexadien-1-one 

Relevant articles and documents

Synthesis of sorbicillinoid analogues with anti-inflammation activities

Recently, we demonstrated potential anti-inflammatory effects of sorbicillinoids isolated from marine fungi. Here, we report the synthesis of a series of new sorbicillinoid analogues and assessed their anti-inflammatory activities. Our results reveal that side chain substitution with (E)-2-butenoyl, (E)-3-(4-fluorophenyl)-2-propenoyl, and (E)-3-(3,4,5-trimethoxyphenyl)-2-propenoyl significantly enhanced the inhibitory effects of the derivatives on nitric oxide (NO) production and inducible NO synthesis (iNOS) expression stimulated by lipopolysaccharides (LPS) in mouse macrophage. Further chemical derivatization shows that the monomethylresorcinol skeleton worked better than the dimethylresorcinol skeleton in inhibiting LPS-induced inflammatory response in cultured cells. Among the 29 synthesized sorbicillinoid analogues, compounds 4b and 12b exhibited the strongest anti-inflammatory activities, holding the promise of being developed into lead compounds that can be explored as potent anti-inflammation agents.

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.

FLUORESCENT PROBES FOR DETECTION OF COPPER

The invention provides fluorescent sensors for the selective detection of a metal such as copper. The sensors may be considered to be derivatives of cyanine, fluorescein, rhodamine, rhodol, Tokyo green, or BODIPY. The sensors find particular use in detecting copper in cells and living animals.