477-85-0

Basic information

• Product Name: Obtusifolin
• Synonyms: Obtusifolin;2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione;9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-;Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-;Obtusifolin (anthraquinone);2,8-Dihydroxy-1-Methoxy-3-Methylanthraquinone
• CAS NO: 477-85-0
• Molecular Formula: C16H12O5
• Molecular Weight: 284.26348
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 477-85-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 242-243℃
• Boiling Point: 528°Cat760mmHg
• Flash Point: 202.1°C
• Appearance: /
• Density: 1.448±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 9.12E-12mmHg at 25°C
• Refractive Index: 1.677
• PKA: 6.60±0.20(Predicted)
• CAS DataBase Reference: Obtusifolin(CAS DataBase Reference)
• NIST Chemistry Reference: Obtusifolin(477-85-0)
• EPA Substance Registry System: Obtusifolin(477-85-0)

Safety Data

• Hazardous Substances Data: 477-85-0(Hazardous Substances Data)

Usage

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

InChI:InChI=1/C16H12O5/c1-7-6-9-12(16(21-2)13(7)18)15(20)11-8(14(9)19)4-3-5-10(11)17/h3-6,17-18H,1-2H3

Upstream product

• 481-39-0 5-hydroxynaphtho-1,4-quinone 
• 108637-73-6 1-Methoxy-3-methyl-1,2-bis(trimethylsiloxy)-1,3-butadiene 
• 108637-77-0 (1S,4aR,9aS)-8-Hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone 
• 108637-81-6 (1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone 
• 127042-39-1 (3R,4S,4aS,9aR)-4a,9a-Dichloro-8-hydroxy-4-methoxy-3-methyl-3,4,4a,9a-tetrahydro-1H-anthracene-2,9,10-trione 
• 108637-71-4 Methyl 3-methyl-2-trimethylsiloxy-2-butenoate 
• 71700-71-5 2,3-dichloro-5-methoxy-1,4-naphthoquinone 
• 72476-03-0 (E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene 
• 127042-37-9 (3R,4S,4aS,9aR)-4a,9a-Dichloro-4,8-dimethoxy-3-methyl-3,4,4a,9a-tetrahydro-1H-anthracene-2,9,10-trione 
• 108637-73-6 (E)-1-Methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-buta-1,3-diene 

Downstream Products

• 38393-67-8 Hallachrome 
• 58322-78-4 2-hydroxychrysophanol 

Relevant articles and documents

Acetylated anthraquinone glycosides from Cassia obtusifolia

Three new acetylated anthraquinone glycosides (1-3) were isolated from the seed of Cassia obtusifolia, together with one parent anthraquinone glycoside (1a). Their structures were determined on the basis of spectroscopic methods and physicochemical properties as obtusifoline-2-O-β-d-2, 6-di-O- acetylglucopyranoside (1), obtusifoline-2-O-β-d-glucopyranoside (1a), obtusifoline-2-O-β-d-3, 6-di-O-acetylglucopyranoside (2), and obtusifoline-2-O-β-d-4, 6-di-O-acetylglucopyranoside (3).

DICHLORO QUINONES AS DIENOPHILES; SYNTHESIS OF ALIZARIN DERIVATIVES

2,3-Dichloro quinonoid dienophiles react with 1,3-dioxy butadienes to give cycloadducts, which aromatise with uptake of external nucleophile to give 1,2-disubstitution in the newly formed aromatic ring.With oxy nucleophiles this has led to synthesis of natural alizarin derivatives.