BINDONE

Base Information

• Chemical Name: BINDONE
• CAS No.: 1707-95-5
• Molecular Formula: C18H10 O3
• Molecular Weight: 274.276
• Hs Code.: 2914399090
• European Community (EC) Number: 216-956-9
• NSC Number: 26216
• UNII: INB7800050
• DSSTox Substance ID: DTXSID00168932
• Nikkaji Number: J40.995B
• Wikipedia: Bindone
• Wikidata: Q27280811
• Mol file: 1707-95-5.mol

Synonyms:Bindone (6CI); [D1,2'-Biindan]-1',3,3'-trione(7CI,8CI); Anhydrobis(indandione); Bindon; NSC 26216

Chemical Property of BINDONE

Chemical Property:

• Vapor Pressure: 1.61E-10mmHg at 25°C
• Melting Point: 205-208°C
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 510°Cat760mmHg
• Flash Point: 224.5°C
• PSA: 51.21000
• Density: 1.447g/cm³
• LogP: 3.10580
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 274.062994177
• Heavy Atom Count: 21
• Complexity: 531

Purity/Quality:

98% ^*data from raw suppliers

Bindone [for Detection of Primary Amines] >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C2C(=O)C3=CC=CC=C3C2=O)C4=CC=CC=C4C1=O

Technology Process of BINDONE

There total 60 articles about BINDONE 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%

1H-indene-1,3(2H)-dione (606-23-5) → bindone (1707-95-5)

Guidance literature:

With lithium perchlorate; triethylamine; at 120 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation;

DOI:10.1039/c1gc15164a

Reference yield: 89.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + 1H-indene-1,3(2H)-dione (606-23-5) → bindone (1707-95-5)

Guidance literature:

With pyridine; In ethanol; Reflux;

DOI:10.3390/molecules25102317

Reference yield: 64.0%

1H-indene-1,3(2H)-dione (606-23-5) + 4-fluoro-1-iodobenzene (352-34-1) → bindone (1707-95-5) + fluindione (957-56-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II); potassium tert-butylate; In 1,4-dioxane; at 110 ℃; for 12h; Reagent/catalyst; Sealed tube;

DOI:10.1021/acs.joc.1c01149

upstream raw materials:

piperidine

1H-indene-1,3(2H)-dione

ethanol

benzaldehyde

Downstream raw materials:

3-ethoxy-[1,2']biindenylidene-1',3'-dione

phenyl-(3,1',3'-trioxo-2,3,1',3'-tetrahydro-[1,2']biindenyliden-2-yl)-acetic acid ethyl ester

2-benzylidene-[1,2']biindenylidene-3,1',3'-trione

3-p-toluidino-[1,2']biindenylidene-1',3'-dione

Refernces

• 1、 Hallur, Gurulingappa,Suresh, Palaniswamy,Tamizharasan, Natarajan. "Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones". . p. 12318 - 12325. Retrieved 2021/09/07.
• 2、 Abdelrazek, Fathy M.,Metz, Peter,Jaeger, Anne. "Some Reactions with Indane-1,3-dione: A Facile Synthesis of Pentacycline Heterocyclic Analogues". . . Retrieved 2019/06/24.