2-Benzylidene-1-indanone

Base Information

• Chemical Name: 2-Benzylidene-1-indanone
• CAS No.: 5706-12-7
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• NSC Number: 178891,150238
• Nikkaji Number: J553.829G,J876.245G
• ChEMBL ID: CHEMBL28591
• Mol file: 5706-12-7.mol

Synonyms:2-benzylidene-1-indanone

Chemical Property of 2-Benzylidene-1-indanone

Chemical Property:

• Vapor Pressure: 2.33E-06mmHg at 25°C
• Boiling Point: 392.2°C at 760 mmHg
• Flash Point: 173.7°C
• Density: 1.204g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 322

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(=O)C1=CC3=CC=CC=C3
• Isomeric SMILES: C\1C2=CC=CC=C2C(=O)/C1=C/C3=CC=CC=C3

Technology Process of 2-Benzylidene-1-indanone

There total 20 articles about 2-Benzylidene-1-indanone 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: 98.0%

benzaldehyde (100-52-7) + inden-1-one (83-33-0) → (E)-2-benzylidene-2,3-dihydro-1H-inden-1-one (5706-12-7)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 25 ℃; Solvent;

DOI:10.1080/00397911.2017.1367819

Reference yield: 98.0%

benzaldehyde (100-52-7) + inden-1-one (83-33-0) → 2-benzylidine-1-indanone (5706-12-7,17434-21-8,17598-66-2)

Guidance literature:

With molybdenum(V) chloride; In neat (no solvent); for 0.05h; Microwave irradiation; Green chemistry;

DOI:10.1002/jccs.201900081

Reference yield: 98.0%

inden-1-one (83-33-0) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzylidine-1-indanone (5706-12-7,17434-21-8,17598-66-2)

Guidance literature:

With titanium nitride; potassium hydroxide; In toluene; at 100 ℃; for 10h; Sealed tube; Irradiation;

DOI:10.1021/acscatal.9b04921

upstream raw materials:

α-benzylcinnamic acid

benzaldehyde

inden-1-one

C₁₆H₁₁BrO

Downstream raw materials:

5-Phenyl-6,11-dihydro-5H-4b,11,12-triaza-indeno[1,2-b]fluorene

2-benzyl-2,3-dihydro-1H-inden-1-ol

3-Oxo-1-phenyl-2,3,9,9a-tetrahydro-1H-fluorene-2-carboxylic acid phenylamide

4-Phenyl-5H-indeno[1,2-d]pyrimidin-2-ylamine

Refernces

• 1、 Houlihan, William J.,Shapiro, Michael J.,Chin, Jefferson A.. "Dimeric Products from the Base-Catalyzed Condensation of Benzaldehyde with 2,3-Dihydro-1H-inden-1-one or 2-(Phenylmethylene)-2,3-dihydro-1H-inden-1-one". . p. 1529 - 1531. Retrieved 1997.
• 2、 Coufourier, Sébastien,Ndiaye, Daouda,Gaillard, Quentin Gaignard,Bettoni, Léo,Joly, Nicolas,Mbaye, Mbaye Diagne,Poater, Albert,Gaillard, Sylvain,Renaud, Jean-Luc. "Iron-catalyzed chemoselective hydride transfer reactions". supporting information. . Retrieved 2021/06/07.
• 3、 Bakhshi, Reza,Zeynizadeh, Behzad,Mousavi, Hossein. "Green, rapid, and highly efficient syntheses of α,α′-bis[(aryl or allyl)idene]cycloalkanones and 2-[(aryl or allyl)idene]-1-indanones as potentially biologic compounds via solvent-free microwave-assisted Claisen–Schmidt condensation catalyzed by MoCl5". . p. 623 - 637. Retrieved 2019/08/26.