3-Benzylidenetetrahydrofuran-2-one

Base Information

• Chemical Name: 3-Benzylidenetetrahydrofuran-2-one
• CAS No.: 6285-99-0
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• NSC Number: 347106,115254,60234,10426
• Nikkaji Number: J344.236E,J344.834G
• ChEMBL ID: CHEMBL1306835
• Mol file: 6285-99-0.mol

Synonyms:3-Benzylidenetetrahydrofuran-2-one;(3E)-3-benzylideneoxolan-2-one;30959-91-2;3-[1-Phenyl-meth-(E)-ylidene]-dihydro-furan-2-one;MLS002638145;NSC10426;MLS000552684;SCHEMBL3526528;CHEMBL1306835;TWDMVZSYTMJVEK-CSKARUKUSA-N;HMS2564E15;NSC60234;(e)-3-benzylidendihydrofuran-2-one;NSC-10426;NSC-60234;NSC115254;NSC347106;AKOS006272890;NSC-115254;NSC-347106;SMR000146199;CS-0156620;D83493

Chemical Property of 3-Benzylidenetetrahydrofuran-2-one

Chemical Property:

• Vapor Pressure: 2.02E-05mmHg at 25°C
• Boiling Point: 361.8°Cat760mmHg
• Flash Point: 151.3°C
• Density: 1.209g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1=CC2=CC=CC=C2
• Isomeric SMILES: C\1COC(=O)/C1=C/C2=CC=CC=C2

Technology Process of 3-Benzylidenetetrahydrofuran-2-one

There total 57 articles about 3-Benzylidenetetrahydrofuran-2-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: 95.0%

O-(4-phenylbut-3-yn-1-yl) Se-phenyl selenocarbonate (105688-43-5) → (E)-benzylidenedihydro-2(3H)-furanone (6285-99-0,30959-91-2,40011-26-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/jo00043a030

Reference yield: 92.0%

(2-oxo-2,5-dihydrofuran-3-yl)(phenyl)methyl acetate (66341-21-7) → (E)-benzylidenedihydro-2(3H)-furanone (6285-99-0,30959-91-2,40011-26-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.333333h; stereospecific reaction;

DOI:10.1016/j.tetlet.2011.06.103

Reference yield: 92.0%

4,5-dihydro-3-(E)-benzylidene-2(3H)-furanthione (144303-03-7) → (E)-benzylidenedihydro-2(3H)-furanone (6285-99-0,30959-91-2,40011-26-5)

Guidance literature:

With hydrogenchloride; In ethanol; Ambient temperature;

DOI:10.1246/bcsj.63.2578

upstream raw materials:

4-butanolide

benzaldehyde

α-dimethoxyphosphonyl-γ-butyrolactone

carbon monoxide

Downstream raw materials:

3-((Ξ)-4-nitro-benzylidene)-dihydro-furan-2-one

3-((Ξ)-2,4-dinitro-benzylidene)-dihydro-furan-2-one

3-((Ξ)-2-nitro-benzylidene)-dihydro-furan-2-one

α-cis-benzylidene-γ-butyrolactone