3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one

Base Information

• Chemical Name: 3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one
• CAS No.: 24545-86-6
• Molecular Formula: C20H10 N2 O9
• Molecular Weight: 422.307
• Hs Code.: 2932999099
• European Community (EC) Number: 246-308-0
• UNII: 43N83DU7RA
• DSSTox Substance ID: DTXSID80179288
• Nikkaji Number: J79.241A
• Wikidata: Q83049800
• Mol file: 24545-86-6.mol

Synonyms:24545-86-6;4',5'-DINITROFLUORESCEIN;Solvent orange 16;3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one;CI 45396;3',6'-dihydroxy-4',5'-dinitrospiro[2-benzofuran-3,9'-xanthene]-1-one;43N83DU7RA;EINECS 246-308-0;3',6'-Dihydroxy-4',5'-dinitrospiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-4',5'-dinitro-;3',6'-DIHYDROXY-4',5'-DINITROSPIRO(2-BENZOFURAN-3,9'-XANTHENE)-1-ONE;4,5-dinitrofluorescein;UNII-43N83DU7RA;SCHEMBL341938;DTXSID80179288;C20H10N2O9;AKOS015889396;C20-H10-N2-O9;FT-0743465;2-(6-HYDROXY-4,5-DINITRO-3-OXO-3H-XANTHEN-9-YL)BENZOIC ACID;BENZOIC ACID, 2-(6-HYDROXY-4,5-DINITRO-3-OXO-3H-XANTHEN-9-YL)-;3',6'-dihydroxy-4',5'-dinitro-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one;3',6'-Dihydroxy-4',5'-dinitrospiro(isobenzofuran-1(3h),9'-(9H)xan- then)-3-one;3',6'-DIHYDROXY-4',5'-DINITROSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XAN-THEN)-3-ONE;3', 6'- dihydroxy- 4', 5'- dinitrospiro[isobenzofuran- 1(3H), 9'- [9H]xanthene]- 3- one;401599-92-6

Chemical Property of 3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one

Chemical Property:

• Melting Point: 185oC
• Boiling Point: 654.2±55.0 °C(Predicted)
• PKA: 7.26±0.20(Predicted)
• Flash Point: 349.5oC
• PSA: 167.63000
• Density: 1.83±0.1 g/cm3(Predicted)
• LogP: 4.52860
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 0
• Exact Mass: 422.03862990
• Heavy Atom Count: 31
• Complexity: 738

Purity/Quality:

99% ^*data from raw suppliers

4',5'-DINITROFLUORESCEIN 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)OC23C4=C(C(=C(C=C4)O)[N+](=O)[O-])OC5=C3C=CC(=C5[N+](=O)[O-])O

Technology Process of 3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one

There total 5 articles about 3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one 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: 60.0%

phthalic anhydride (85-44-9) + 2-nitroresorcinol (601-89-8) → dinitrofluorescein (24545-86-6)

Guidance literature:

With methanesulfonic acid; at 80 ℃; for 48h;

Reference yield:

fluorescein (2321-07-5,126605-73-0) → dinitrofluorescein (24545-86-6)

Guidance literature:

With sulfuric acid; nitric acid; Behandeln des Reaktionsprodukts mit Wasser;

Reference yield:

2-(2,4-dihydroxybenzoyl)benzoic acid (2513-33-9) → dinitrofluorescein (24545-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: beim Erhitzen ueber den Schmelzpunkt

2: concentrated sulfuric acid; fuming nitric acid / Behandeln des Reaktionsprodukts mit Wasser

With sulfuric acid; nitric acid;

upstream raw materials:

fluorescein

phthalic anhydride

2-(2,4-dihydroxybenzoyl)benzoic acid

recorcinol

Downstream raw materials:

2-nitroresorcinol