Alizarin 1-methyl ether

Base Information

• Chemical Name: Alizarin 1-methyl ether
• CAS No.: 6170-06-5
• Molecular Formula: C15H10 O4
• Molecular Weight: 254.242
• Hs Code.: 2914690090
• DSSTox Substance ID: DTXSID70977275
• Nikkaji Number: J81.159I
• Wikidata: Q82962412
• Metabolomics Workbench ID: 134418
• ChEMBL ID: CHEMBL446748
• Mol file: 6170-06-5.mol

Synonyms:alizarin 1-methyl ether

Chemical Property of Alizarin 1-methyl ether

Chemical Property:

• Vapor Pressure: 3.73E-09mmHg at 25°C
• Boiling Point: 462°C at 760 mmHg
• Flash Point: 179.8°C
• PSA: 63.60000
• Density: 1.4g/cm³
• LogP: 2.17620
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 392

Purity/Quality:

≥98% ^*data from raw suppliers

Alizarin 1-methyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC2=C1C(=O)C3=CC=CC=C3C2=O)O

Technology Process of Alizarin 1-methyl ether

There total 11 articles about Alizarin 1-methyl ether 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: 92.0%

2-(ethoxymethoxy)-1-methoxyanthracene-9,10-dione → 1-methylalizarin (6170-06-5)

Guidance literature:

With hydrogenchloride; In methanol; chloroform; water; at 20 ℃; for 0.5h; Reflux;

DOI:10.1016/j.tetlet.2016.12.080

Reference yield: 53.0%

(4α,4aβ,9aβ)-9a-acetoxy-4a-chloro-4-methoxy-3,4,4a,9a-tetrahydroanthracene-2,9,10(1H)-trione → 1-methylalizarin (6170-06-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1071/CH99179

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) → 1-methylalizarin (6170-06-5) + 1-hydroxy-2-methoxyanthraquinone (6003-11-8)

Guidance literature:

With diethyl ether; und Hydrolyse des Reaktionsprodukts mit Salzsaeure in Eisessig;

upstream raw materials:

diazomethane

1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl benzoate

2-benzyloxy-1-methoxy-anthraquinone

danishefsky's diene

Downstream raw materials:

alizarin dimethyl ether

1,2-dihydroxy-9,10-anthracenedione

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