Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro-

Base Information

• Chemical Name: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro-
• CAS No.: 14926-29-5
• Molecular Formula: C24H15 N O9
• Molecular Weight: 461.384
• Hs Code.: 2932999099
• European Community (EC) Number: 633-962-0
• DSSTox Substance ID: DTXSID3065829
• Nikkaji Number: J380.367H
• Wikidata: Q81992436
• Mol file: 14926-29-5.mol

Synonyms:5-Nitrofluorescein diacetate;14926-29-5;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro-;(6'-acetyloxy-5-nitro-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate;5-Nitro-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-bis(acetyloxy)-5-nitro-;DTXSID3065829;SCHEMBL12017079;C24H15NO9;AKOS024399320;FT-0672783;J-650337;3,6-Diacetoxy-5'-nitrospiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-3'-one;5-Nitro-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyldiacetate;6'-(ACETYLOXY)-5-NITRO-3-OXO-3H-SPIRO[2-BENZOFURAN-1,9'-XANTHENE]-3'-YL ACETATE

Chemical Property of Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro-

Chemical Property:

• Vapor Pressure: 1.29E-17mmHg at 25°C
• Melting Point: 220-229°C
• Boiling Point: 666.2°Cat760mmHg
• Flash Point: 273°C
• PSA: 133.95000
• Density: 1.56g/cm³
• LogP: 4.53660
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: Chloroform, Dichloromethane, DMSO, Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 461.07468106
• Heavy Atom Count: 34
• Complexity: 829

Purity/Quality:

99% ^*data from raw suppliers

5-Nitrofluorescein Diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)[N+](=O)[O-])C(=O)O3)C5=C(O2)C=C(C=C5)OC(=O)C
• Uses: Intermediate for the synthesis of 5-aminofluorescein and fluorescein 5-isothiocyanate Intermediate for the synthesis of 5-aminofluorescein and fluorescein 5-isothiocyanate.

Technology Process of Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro-

There total 3 articles about Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-5-nitro- 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: 28.0%

4-nitrophthalic acid (610-27-5) + acetic anhydride (108-24-7) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 3',6'-bis(acetyloxy)-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (14926-29-5) + 3',6'-bis(acetyloxy)-4-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (53299-21-1)

Guidance literature:

4-nitrophthalic acid; benzene-1,2-diol; at 180 - 190 ℃; for 3h;

With hydrogenchloride; for 1h; Heating;

acetic anhydride; for 1h; Heating;

DOI:10.1002/hlca.200390186

Reference yield:

4-nitrophthalic anhydride (5466-84-2) + acetic anhydride (108-24-7) + recorcinol (108-46-3) → 3',6'-bis(acetyloxy)-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (14926-29-5) + 3',6'-bis(acetyloxy)-4-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (53299-21-1)

Guidance literature:

4-nitrophthalic anhydride; recorcinol; With zinc(II) chloride; at 180 ℃; for 2h;

acetic anhydride; With pyridine; at 20 ℃; for 19h;

DOI:10.1016/j.saa.2016.06.021

Reference yield:

4-nitrophthalic acid (610-27-5) + acetic anhydride (108-24-7) + recorcinol (108-46-3) → 3',6'-bis(acetyloxy)-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (14926-29-5) + 3',6'-bis(acetyloxy)-4-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (53299-21-1)

Guidance literature:

4-nitrophthalic acid; recorcinol; at 200 ℃;

acetic anhydride; for 2h; Reflux;

DOI:10.1021/ml300191g

upstream raw materials:

4-nitrophthalic acid

acetic anhydride

benzene-1,2-diol

recorcinol

Downstream raw materials:

fluoresceinamine

fluorescein isothiocyanate

Refernces

• 1、 Tomasch, Miriam,Schwed, J. Stephan,Kuczka, Karina,Meyer Dos Santos, Sascha,Harder, Sebastian,Nuesing, Rolf M.,Paulke, Alexander,Stark, Holger. "Fluorescent human EP3 receptor antagonists". supporting information. p. 774 - 779. Retrieved 2012/11/13.