2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone

Base Information

• Chemical Name: 2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone
• CAS No.: 61434-48-8
• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.295
• DSSTox Substance ID: DTXSID50210379
• Nikkaji Number: J490.256D
• Wikidata: Q83085072
• Mol file: 61434-48-8.mol

Synonyms:2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone;61434-48-8;CCRIS 6440;2-Hydroxymethyl-1,3-dimethoxyanthraquinone;SCHEMBL16226230;DTXSID50210379

Chemical Property of 2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone

Chemical Property:

• Vapor Pressure: 3.94E-12mmHg at 25°C
• Boiling Point: 531.6°C at 760 mmHg
• Flash Point: 200°C
• Density: 1.35g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 298.08412354
• Heavy Atom Count: 22
• Complexity: 448

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)OC)CO

Technology Process of 2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone

There total 14 articles about 2-(Hydroxymethyl)-1,3-dimethoxyanthraquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(bromomethyl)-1,3-dimethoxyanthraquinone (63965-62-8) → lucidin dimethyl ether (61434-48-8)

Guidance literature:

With water; acetic acid; for 24h; Reflux;

DOI:10.3390/molecules180810042

Reference yield:

1,3-dimethoxy-2-methylanthraquinone (22170-88-3) → lucidin dimethyl ether (61434-48-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dibenzoyl peroxide; CCl₄; N-bromo-succinimide

2: sodium acetate

3: methanol. H₂SO₄

With tetrachloromethane; N-Bromosuccinimide; sulfuric acid; sodium acetate; dibenzoyl peroxide;

Reference yield:

rubiadin-1-methyl ether (7460-43-7) → lucidin dimethyl ether (61434-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / tetrachloromethane / 30 h / Reflux

2: acetic acid; water / 24 h / Reflux

With N-Bromosuccinimide; water; acetic acid; In tetrachloromethane;

DOI:10.3390/molecules180810042

upstream raw materials:

diazomethane

damnacanthol

2-acetoxymethyl-1,3-dimethoxy-anthraquinone

1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone

Refernces

• 1、 Akhtar, Muhammad Nadeem,Zareen, Seema,Yeap, Swee Keong,Ho, Wan Yong,Lo, Kong Mun,Hasan, Aurangzeb,Alitheen, Noorjahan Banu. "Total synthesis, cytotoxic effects of damnacanthal, nordamnacanthal and related anthraquinone analogues". . p. 10042 - 10055. Retrieved 2013/09/23.