9,10-Anthracenediyl-bis(methylene)dimalonic acid

Base Information

• Chemical Name: 9,10-Anthracenediyl-bis(methylene)dimalonic acid
• CAS No.: 307554-62-7
• Molecular Formula: C22H18 O8
• Molecular Weight: 410.38
• Hs Code.: 2917399090
• European Community (EC) Number: 634-832-6
• DSSTox Substance ID: DTXSID70392681
• Nikkaji Number: J2.378.342H
• Wikidata: Q82191048
• Mol file: 307554-62-7.mol

Synonyms:307554-62-7;9,10-Anthracenediyl-bis(methylene)dimalonic acid;2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic Acid;2,2'-(Anthracene-9,10-diylbis(methylene))dimalonic acid;9,10-Anthracenedipropanoic acid, alpha9,alpha10-dicarboxy-;m-Hydroxybenzoicacid;SCHEMBL592418;DTXSID70392681;9 10-Anthracenediyl-bis(methylene);MFCD03095464;AKOS015916223;AS-76549;PD044476;D94640;[(9,10-Anthracenediyl)bismethylene]dimalonic acid;9,10-anthracenediyl-bis(methylene) dimalonic acid;J-100029;9,10-Anthracenedipropanoic acid, a9,a10-dicarboxy-;2,2'-(Anthracene-9,10-diylbis(methylene))dimalonicacid;9,10-Anthracenediyl-bis(methylene)dimalonic acid, BioReagent, suitable for fluorescence, >=90% (HPCE)

Chemical Property of 9,10-Anthracenediyl-bis(methylene)dimalonic acid

Chemical Property:

• Melting Point: >300 °C
• Boiling Point: 745.4±60.0 °C(Predicted)
• PKA: 2.90±0.30(Predicted)
• Flash Point: 418.5oC
• PSA: 149.20000
• Density: 1.527±0.06 g/cm3(Predicted)
• LogP: 2.64880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO: soluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 410.10016753
• Heavy Atom Count: 30
• Complexity: 579

Purity/Quality:

98%Min ^*data from raw suppliers

9,10-Anthracenediyl-bis(methylene)dimalonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2CC(C(=O)O)C(=O)O)CC(C(=O)O)C(=O)O
• Uses: Reagent for the assay of O2; it has better characteristics than 9,10-anthracenediyl-bis-dipropionic acid.

Technology Process of 9,10-Anthracenediyl-bis(methylene)dimalonic acid

There total 6 articles about 9,10-Anthracenediyl-bis(methylene)dimalonic 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: 100.0%

9,10-bis<<2,2-di(ethoxycarbonyl)>ethyl>anthracene (307554-61-6) → α,α'-(anthracene-9,10-diyl)bis(methylmalonic)acid (307554-62-7)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 2h;

DOI:10.1023/A:1012369120376

Reference yield: 95.0%

C26H26O8 → α,α'-(anthracene-9,10-diyl)bis(methylmalonic)acid (307554-62-7)

Guidance literature:

With potassium hydroxide; In methanol; water; Reflux;

DOI:10.1002/ejoc.201800283

Reference yield:

9,1-bis(chloromethyl)anthracene (10387-13-0) → α,α'-(anthracene-9,10-diyl)bis(methylmalonic)acid (307554-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Na / o-xylene / 0.33 h / 100 °C

1.2: 56 percent / xylene / 4 h / Heating

2.1: 100 percent / aq. NaOH / H₂O; ethanol / 2 h

With sodium hydroxide; sodium; In ethanol; o-xylene; water;

DOI:10.1023/A:1012369120376

upstream raw materials:

9,10-bis<<2,2-di(ethoxycarbonyl)>ethyl>anthracene

9,10-dimethylanthracene

9,10-dibromomethylanthracene

9,1-bis(chloromethyl)anthracene

Downstream raw materials:

3,3'-(anthracene-9,10-diyl)dipropionic acid

Refernces

• 1、 Chaudhuri, Sauradip,Verderame, Molly,Mako, Teresa L.,Bandara, Y. M. Nuwan D. Y.,Fernando, Ashvin I.,Levine, Mindy. "Synthetic β-Cyclodextrin Dimers for Squaraine Binding: Effect of Host Architecture on Photophysical Properties, Aggregate Formation and Chemical Reactivity". . p. 1964 - 1974. Retrieved 2018/05/15.