Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy-

Base Information

• Chemical Name: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy-
• CAS No.: 36886-76-7
• Molecular Formula: C22H16 O5
• Molecular Weight: 360.366
• Hs Code.: 2932999099
• European Community (EC) Number: 253-255-7
• UNII: VR6T85J6PC
• DSSTox Substance ID: DTXSID2068006
• Nikkaji Number: J68.996C
• Wikidata: Q81994699
• Mol file: 36886-76-7.mol

Synonyms:36886-76-7;3',6'-Dimethoxyfluoran;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy-;3',6'-Dimethoxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one;3',6'-dimethoxyspiro[2-benzofuran-3,9'-xanthene]-1-one;EINECS 253-255-7;3,6-DIMETHOXYFLUORAN;3',6'-Dimethoxyspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dimethoxy-;3',6'-Dimethoxyspiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one;3',6'-dimethoxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one;VR6T85J6PC;SCHEMBL1930643;DTXSID2068006;MFCD08276350;D3205;F71382

Chemical Property of Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy-

Chemical Property:

• Melting Point: 202 °C
• Boiling Point: 559.9±50.0 °C(Predicted)
• Flash Point: 247.2oC
• PSA: 53.99000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 4.27180
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 360.09977361
• Heavy Atom Count: 27
• Complexity: 549

Purity/Quality:

98% ^*data from raw suppliers

3',6'-Dimethoxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC)C5=CC=CC=C5C(=O)O3

Technology Process of Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy-

There total 9 articles about Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dimethoxy- 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: 92.0%

dimethyl sulfate (77-78-1) + fluorescein (2321-07-5,126605-73-0) → 3′,6′-dimethoxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (36886-76-7)

Guidance literature:

fluorescein; With potassium carbonate; In acetone; for 0.5h;

dimethyl sulfate; In acetone; at 50 ℃; for 4h;

DOI:10.1111/cbdd.13367

Reference yield: 89.0%

phthalic anhydride (85-44-9) + O-methylresorcine (150-19-6) → 3′,6′-dimethoxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (36886-76-7)

Guidance literature:

With niobium pentachloride; In methanesulfonic acid; at 95 - 100 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cplu.201600530

Reference yield: 65.0%

fluorescein (2321-07-5,126605-73-0) + methyl iodide (74-88-4) → 3′,6′-dimethoxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (36886-76-7)

Guidance literature:

fluorescein; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 70 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201201093

upstream raw materials:

dimethyl sulfate

fluorescein

methyl iodide

phthalic anhydride

Downstream raw materials:

3',6'-dimethoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-2'-yl benzoate

Refernces

• 1、 Jadhav, Nirajkumar H.,Shinde, Dnyaneshwar R.,Sakate, Sachin S.,Rasal, Nishant K.,Pawar, Ramdas A.. "Ti(IV) doping: An effective strategy to boost Lewis acidic performance of ZnO catalyst in fluorescein dye synthesis". . p. 17 - 22. Retrieved 2018/11/25.
• 2、 Rao, Honghua,Wang, Ping,Li, Chao-Jun. "Visible-light-triggered direct benzoyloxylation of electron-rich arenes at room temperature without chelation assistance". supporting information. p. 6503 - 6507. Retrieved 2013/01/15.