2-(9h-Xanthen-9-yl)-malonic acid

Base Information

• Chemical Name: 2-(9h-Xanthen-9-yl)-malonic acid
• CAS No.: 101278-43-7
• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.268
• European Community (EC) Number: 651-283-8
• Mol file: 101278-43-7.mol

Synonyms:2-(9h-xanthen-9-yl)-malonic acid;2-(9H-xanthen-9-yl)propanedioic acid;101278-43-7;2-(9H-xanthen-9-yl)malonic acid;CBMicro_012877;Xanthene-9-malonic acid;Cambridge id 5922175;Oprea1_526231;SCHEMBL4397336;CHEBI:190980;DAGVVNNXSVDEPY-UHFFFAOYSA-N;HMS1661P07;SMSF0009606;AKOS003612378;CB01951;CCG-233832;BIM-0012988.P001;Propanedioic acid, 2-(9H-xanthen-9-yl)-

Chemical Property of 2-(9h-Xanthen-9-yl)-malonic acid

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 385

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C3O2)C(C(=O)O)C(=O)O

Technology Process of 2-(9h-Xanthen-9-yl)-malonic acid

There total 2 articles about 2-(9h-Xanthen-9-yl)-malonic acid 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:

xanthene (92-83-1) + malonic acid (141-82-2) → xanth-9-one (90-47-1) + 9-dicarboxymethylxanthene (101278-43-7)

Guidance literature:

With manganese triacetate; In acetic acid; for 0.0166667h; Yields of byproduct given; Heating;

DOI:10.1246/bcsj.62.545

Reference yield:

xanthene (92-83-1) + malonic acid (141-82-2) → 9-dicarboxymethylxanthene (101278-43-7) + dibenzo[b,f]oxepine-10-carboxylic acid (53921-70-3)

Guidance literature:

With manganese triacetate; In acetic acid; for 0.0666667h; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/jo00039a010

Reference yield: 88.0%

9-dicarboxymethylxanthene (101278-43-7) → 2-(9H-xanthen-9-yl)acetic acid (1217-58-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 1h;

DOI:10.1016/j.bmcl.2009.01.072

upstream raw materials:

xanthene

malonic acid

Downstream raw materials:

xanthene

malonic acid

acetaldehyde

2-(9H-xanthen-9-yl)acetic acid

Refernces

• 1、 Nishino, Hiroshi,Tsunoda, Katsunori,Kurosawa, Kazu. "Manganese(III)-Mediated Formylation of Aromatic Compounds in the Presence of Malonic Acid". . p. 545 - 550. Retrieved 2007/10/02.