3,6-Dimethoxyfluoren-9-one

Base Information

• Chemical Name: 3,6-Dimethoxyfluoren-9-one
• CAS No.: 13235-07-9
• Molecular Formula: C15H12O3
• Molecular Weight: 240.258
• Hs Code.: 2914509090
• NSC Number: 86562
• DSSTox Substance ID: DTXSID70292950
• Nikkaji Number: J81.575F
• Wikidata: Q82031470
• Mol file: 13235-07-9.mol

Synonyms:3,6-dimethoxyfluoren-9-one;3,6-dimethoxy-9h-fluoren-9-one;13235-07-9;3,6-dimethoxy-9-fluorenone;NSC86562;NCIOpen2_004960;SCHEMBL7786812;DTXSID70292950;UJNAXQMROWKSIE-UHFFFAOYSA-N;NSC-86562;A806465

Chemical Property of 3,6-Dimethoxyfluoren-9-one

Chemical Property:

• Vapor Pressure: 9.53E-08mmHg at 25°C
• Boiling Point: 434.4°Cat760mmHg
• Flash Point: 208.3°C
• PSA: 35.53000
• Density: 1.245g/cm³
• LogP: 2.91520
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)C3=C2C=C(C=C3)OC

Technology Process of 3,6-Dimethoxyfluoren-9-one

There total 20 articles about 3,6-Dimethoxyfluoren-9-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: 90.0%

3',5'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid (13234-75-8) → 3,6-dimethoxy-9H-fluoren-9-one (13235-07-9)

Guidance literature:

With bis(trifluoromethyl sulfate)palladium; tert-butylisonitrile; water; silver carbonate; In dimethyl sulfoxide; at 140 ℃; for 24h; Reagent/catalyst;

DOI:10.1055/s-0035-1560527

Reference yield: 82.0%

4-methoxyphenylboronic acid (5720-07-0) + 4-methoxy-benzoyl chloride (100-07-2) → 3,6-dimethoxy-9H-fluoren-9-one (13235-07-9)

Guidance literature:

With C₃₁H₂₅N₂O₃PPdS; potassium hydroxide; In methanol; water; at 50 ℃; for 7h; regioselective reaction; Catalytic behavior; Green chemistry;

DOI:10.1002/cctc.201600717

Reference yield: 79.0%

bis(p-methoxyphenyl)methanone (90-96-0) → 3,6-dimethoxy-9H-fluoren-9-one (13235-07-9)

Guidance literature:

With palladium diacetate; silver(l) oxide; at 160 ℃; Acidic conditions; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c09406

upstream raw materials:

methanol

3,6-dimethoxy-9-fluorenylidene

3,6-dimethoxy-9-diazofluorene

cyclohexane

Downstream raw materials:

3,6-dimethoxy-9-mesitylfluorene

trans-3-deuterio-3',6'-dimethoxy-2-methyl-2-phenylspiro-fluorene>

2-phenylspiro[cyclopropane-1,9'-fluorene]

Refernces

• 1、 Schraff, Sandra,Trampert, Jens,Orthaber, Andreas,Pammer, Frank. "Electronic Properties and Solid-State Packing of Isocyanofulvenes and Their Gold(I) Chloride Complexes". . p. 17171 - 17183. Retrieved 2020.
• 2、 Gandeepan, Parthasarathy,Hung, Chen-Hsun,Cheng, Chien-Hong. "Pd-catalyzed double C-H bond activation of diaryl ketones for the synthesis of fluorenones". . p. 9379 - 9381. Retrieved 2012.
• 3、 Cai, Zhiqiang,Hou, Xu,Hou, Ling,Hu, Zhiquan,Zhang, Bo,Jin, Zhengsheng. "One-Pot Palladium(II)-Catalyzed Synthesis of Fluorenones via Decarboxylative Cyclization". . p. 395 - 398. Retrieved 2016.