50827-57-1

Basic information

• Product Name: 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE
• Synonyms: 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE;2-(Hydroxymethyl)-6-methoxy-p-benzoquinone;2,5-Cyclohexadiene-1,4-dione, 2-(hydroxymethyl)-6-methoxy-;Aids031156;Aids-031156;Nsc271291
• CAS NO: 50827-57-1
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• Product Categories: C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 50827-57-1.mol

Chemical Properties

• Melting Point: 155-157 °C(lit.)
• Boiling Point: 343.9°Cat760mmHg
• Flash Point: 145°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 4.37E-06mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE(50827-57-1)
• EPA Substance Registry System: 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE(50827-57-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 50827-57-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE is used as a reagent in organic synthesis for its unique structure and reactivity, enabling the creation of various chemical compounds.
Used in Biochemical Research:
In biochemical research, 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE serves as a reagent, facilitating studies and experiments in the field.
Used in Pharmaceutical Industry:
2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE is used as a precursor in the pharmaceutical industry due to its potential applications in developing new drugs.
Used in Agriculture:
In agriculture, 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE is utilized for its potential applications in the development of agricultural chemicals.
Used in Antioxidant Applications:
2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE is used as an antioxidant, given its demonstrated antioxidant properties in preliminary studies, which can be beneficial in various industries, including pharmaceuticals and cosmetics.
Used in Anticancer Research:
In anticancer research, 2-HYDROXYMETHYL-6-METHOXY-1,4-BENZOQUINONE is used for its potential as an anticancer agent, with preliminary studies showing promising results in this area.

InChI:InChI=1/C8H8O4/c1-12-7-3-6(10)2-5(4-9)8(7)11/h2-3,9H,4H2,1H3

Upstream product

• 4383-05-5 2-hydroxy-3-methoxybenzyl alcohol 
• 3153-97-7 2-methoxy-4,6-bishydroxymethyl phenol 
• 35090-64-3 2-hydroxy-3-methoxy-5-bromobenzyl alcohol 
• 705-76-0 3,5-dimethoxybenzyl alcohol 

Downstream Products

• 50827-62-8 Methyl-carbamic acid 5-methoxy-3,6-dioxo-cyclohexa-1,4-dienylmethyl ester 

Relevant articles and documents

ONO-pincer ruthenium complex-bound norvaline for efficient catalytic oxidation of methoxybenzenes with hydrogen peroxide

The enhanced catalytic activity of ruthenium complex-bound norvaline Boc-l-[Ru]Nva-OMe 1, in which the ONO-pincer ruthenium complex Ru(pydc)(terpy) 2 is tethered to the α-side chain of norvaline, has been demonstrated for the oxidation of methoxybenzenes to p-benzoquinones with a wide scope of substrates and unique chemoselectivity.

ON THE REGIOSELECTIVITY OF THE FREMY'S SALT OXIDATION OF PHENOLS

A detailed study of the regioselectivity of the Fremy's salt oxidation of phenols, including a series of MNDO calculations of the intermediate phenoxy radicals, has been carried out.The analysis of these results has led us to establish a new rule for the para vs. ortho regioselectivity, namely: "C-4 unsubstituted phenols, as well as phenols substituted at C-4 with easy-to-displace groups, undergo oxidation (or oxidative degradation) by the action of Fremy's salt, thus eventually providing the corresponding p-quinones".A similar rule for the ortho vs. ortho' regioselectivity could not be so precisely formulated since now steric effects play a significant major role.

Quassinoids. An Approach to the BCDE Rings of Bruceantin

Synthesis of a model 28 for the BCDE rings of bruceantin via a BC -> BCE -> BCED ring strategy is presented.The sequence includes Diels-Alder reaction of methyl 3,5-hexadienoate 9 and quinone 8 derived from o-vanillyl alcohol, selenocyclization of hydroxy diester 22, and lactone formation to give the BCDE system 25.Manipulation on 25 showed the viability of its functional groups for further development in the synthetic strategy.