Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt

Base Information

• Chemical Name: Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt
• CAS No.: 3375-25-5
• Deprecated CAS: 105975-97-1,62594-53-0,63182-26-3,81122-38-5,86893-14-3,252990-08-2,856319-61-4,1643762-04-2,2605221-57-4,2641897-48-3,252990-08-2,62594-53-0,63182-26-3,81122-38-5,856319-61-4,86893-14-3
• Molecular Formula: C₂₈H₃₀N₂O₃
• Molecular Weight: 442.558
• European Community (EC) Number: 222-163-9
• DSSTox Substance ID: DTXSID2063000
• Wikidata: Q81990419
• Metabolomics Workbench ID: 67100
• Mol file: 3375-25-5.mol

Synonyms:Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt;EINECS 222-163-9;3375-25-5;2-[6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl]benzoate;9-(2-Carboxylatophenyl)-3,6-bis(diethylamino)xanthylium;3',6'-bis(Diethylamino)spiroisobenzofuran-1(3H),9'-9Hxanthene-3-one;Ethaminium, N-(9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethyl)-, hydroxide, inner salt;2-(6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl)benzoate;MFCD00066967;DTXSID2063000;SCHEMBL20078093;2-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzoate;STK040638;Rhodamine B base, analytical standard;AKOS000493510;Rhodamine B base, Dye content 97 %;EN300-6503819;2-[3-(diethylamino)-6-diethyliminio-xanthen-9-yl]benzoate;2-[6-(diethylamino)-3-(diethyliminiumyl)-3H-xanthen-9-yl]benzoate;Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, hydroxide, inner salt

Chemical Property of Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 442.22564282
• Heavy Atom Count: 33
• Complexity: 805

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=CC=CC=C4C(=O)[O-]

Technology Process of Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt

There total 10 articles about Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, inner salt 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: 49.0%

3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-diyl bis(trifluoromethanesulfonate) (1195931-66-8) + diethylamine (109-89-7) → rhodamine B (3375-25-5,14899-08-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; at 100 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol202618t

Reference yield:

C40H43N5O4S → rhodamine B (3375-25-5,14899-08-2) + dansyl acid (4272-77-9)

Guidance literature:

With thallium(III) nitrate; In dimethyl sulfoxide; pH=4.76;

DOI:10.1016/j.jphotochem.2020.112471

Reference yield:

rhodamine B (509-34-2) → rhodamine B (3375-25-5,14899-08-2)

Guidance literature:

In chloroform; at 25 - 50 ℃; Rate constant; Equilibrium constant; effect of erythromycin A;

DOI:10.1021/jo00310a016

upstream raw materials:

rhodamine B

rhodamine B selenolactone

C₃₅H₃₈N₄O₄S

3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-diyl bis(trifluoromethanesulfonate)

Downstream raw materials:

N-(9-(2-(chlorocarbonyl)phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethylethanaminium

rhodamine B hydrazide

CH₃O^(1-)*C₃₀H₃₅N₂O₂S⁽¹⁺⁾

C₂₉H₃₀N₂O₂

Refernces

• 1、 Nakamura, Akira,Kanou, Hodaka,Tanaka, Junki,Imamiya, Akira,Maegawa, Tomohiro,Miki, Yasuyoshi. "A mild method for synthesizing carboxylic acids by oxidation of aldoximes using hypervalent iodine reagents". supporting information. p. 541 - 544. Retrieved 2018/02/07.
• 2、 Lee, Hyo Jin,Cho, Min Jeoung,Chang, Suk-Kyu. "Ratiometric Signaling of Hypochlorite by the Oxidative Cleavage of Sulfonhydrazide-Based Rhodamine-Dansyl Dyad". . p. 8644 - 8649. Retrieved 2015/09/21.