518-73-0

Basic information

• Product Name: 1,6-Dihydroxy-2-methyl-9,10-anthraquinone
• Synonyms: 1,6-Dihydroxy-2-methyl-9,10-anthraquinone;Soranjidiol
• CAS NO: 518-73-0
• Molecular Formula: C15H10O4
• Molecular Weight: 254.2375
• Mol File: 518-73-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 475.8°Cat760mmHg
• Flash Point: 255.6°C
• Appearance: /
• Density: 1.476g/cm³
• Vapor Pressure: 1.13E-09mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: 1,6-Dihydroxy-2-methyl-9,10-anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Dihydroxy-2-methyl-9,10-anthraquinone(518-73-0)
• EPA Substance Registry System: 1,6-Dihydroxy-2-methyl-9,10-anthraquinone(518-73-0)

Safety Data

• Hazardous Substances Data: 518-73-0(Hazardous Substances Data)

Usage

Definition

ChEBI: A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 6 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.

InChI:InChI=1/C15H10O4/c1-7-2-4-10-12(13(7)17)15(19)9-5-3-8(16)6-11(9)14(10)18/h2-6,16-17H,1H3

Upstream product

• 72004-01-4 di-O-methylsoranjidiol 
• 862119-37-7 3-methoxy-2-(4-methoxy-benzoyl)-4-methyl-benzoic acid 
• 76665-69-5 4-chloro-1,6-dihydroxy-2-methylanthraquinone 
• 54623-57-3 (E)-trimethyl(2-methylbuta-1,3-dienyloxy)silane 
• 697-91-6 2,6-dichloro-1,4-benzoquinone 
• 95393-69-4 2-chloro-8-hydroxy-7-methyl-1,4-naphthoquinone 
• 861559-75-3 3-methoxy-2-(4-methoxy-benzoyl)-4-methyl-benzoic acid methyl ester 
• 72004-00-3 1.6-Dimethoxy-2-methyl-9-hydroxyanthracen 
• 72003-99-7 2-Methoxy-6-(3-methoxy-benzyl)-3-methyl-benzoic acid 

Relevant articles and documents

Anthraquinone derivatives from Heterophyllaea pustulata

From the leaves of Heterophyllaea pustulata two new monomeric anthraquinones, heterophylline (1,6-dihydroxy-7-methoxy-2-methylanthraquinone, 1) and pustuline (2-hydroxy-3-methoxy-7-methylanthraquinone, 2), and one new bianthraquinone, (S)-5,5′-bisoranjidiol [(S)-5,5′-bis(1,6-dihydroxy- 2-methylanthraquinone), 3], were isolated. Furthermore, the iridoid glycoside asperuloside and three known flavonoids, quercetin, isoquercitrin, and quercetin-3-O-β-D-glucosyl-6″-acetate, were obtained. The structures were determined by analysis of their spectroscopic data and chemical evidence.

Regiospecific Reactions of Some Vinylogous Ketene Acetals with Haloquinones and Their Regioselective Formation by Dienolization

Regiospecific reactions of simple 1,3-bis(trimethylsiloxy)-1,3-butadienes with 2,5- and 2,6-dichlorobenzoquinones gave chloronaphthoquinones which, by applying the appropriate vinylketene acetal, provided various monomethyl ethers of isomeric polyhydroxyanthraquinones.The first total synthesis of macrosporin (27) was obtained in this way and the proposed structure for "cajaquinone" (28) found to be incorrect.Simple syntheses of 2-hydroxy-3-methylanthraquinone (16), phomarin (19), soranjidiol (22) and other naturally occuring quinones are also described.The dienolization of 1-methoxy-2,4-pentanedione in the presence of chlorotrimethylsilane gave either 1- or 5-methoxy-2,4-bis(trimethylsiloxy)-1,3-pentadiene, depending upon the reaction conditions.Both dienes react with haloquinones, giving regiospecific products, e.g., tetra-O-methylerythrolaccin (35).