1(3H)-Isobenzofuranone, 3-(2-propenyl)-

Base Information

• Chemical Name: 1(3H)-Isobenzofuranone, 3-(2-propenyl)-
• CAS No.: 148761-98-2
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.199
• DSSTox Substance ID: DTXSID10472092
• Nikkaji Number: J1.131.769C
• Mol file: 148761-98-2.mol

Synonyms:148761-98-2;1(3H)-Isobenzofuranone, 3-(2-propenyl)-;3-prop-2-enyl-3H-2-benzofuran-1-one;3-allylisobenzofuran-1(3H)-one;1(3H)-Isobenzofuranone, 3-(2-propen-1-yl)-;SCHEMBL286578;DTXSID10472092;PJOHJJXEKVGSSP-UHFFFAOYSA-N

Chemical Property of 1(3H)-Isobenzofuranone, 3-(2-propenyl)-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1C2=CC=CC=C2C(=O)O1

Technology Process of 1(3H)-Isobenzofuranone, 3-(2-propenyl)-

There total 2 articles about 1(3H)-Isobenzofuranone, 3-(2-propenyl)- 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%

2-formyl-benzoic acid allyl ester → 3-allyl-3H-isobenzofuran-1-one (24282-29-9,148761-98-2) + o-carboxybenzaldehyde (119-67-5)

Guidance literature:

tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction;

DOI:10.1055/s-2001-14600

Reference yield:

o-carboxybenzaldehyde (119-67-5) + allylgallium dichloride (424819-51-2) → 3-allyl-3H-isobenzofuran-1-one (24282-29-9,148761-98-2) + 2-(1-hydroxy-but-3-enyl)-benzoic acid

Guidance literature:

In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1246/cl.2002.2

Reference yield: 43.0%

3-allyl-3H-isobenzofuran-1-one (24282-29-9,148761-98-2) + ethyl 4-phenylbuta-2,3-dienoate (91962-64-0) → 4-allyl-9-hydroxy-3-phenylnaphtho[2,3-c]furan-1(3H)-one

Guidance literature:

3-allyl-3H-isobenzofuran-1-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

ethyl 4-phenylbuta-2,3-dienoate; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.6b02313

upstream raw materials:

o-carboxybenzaldehyde

allylgallium dichloride