Phthalide, 3-ethoxy-

Base Information

• Chemical Name: Phthalide, 3-ethoxy-
• CAS No.: 16824-02-5
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Hs Code.: 2932209090
• NSC Number: 132303,60055
• DSSTox Substance ID: DTXSID501303460
• Nikkaji Number: J102.638K
• Mol file: 16824-02-5.mol

Synonyms:Phthalide, 3-ethoxy-;16824-02-5;3-ETHOXY-1(3H)-ISOBENZOFURANONE;3-ethoxy-3H-2-benzofuran-1-one;1(3H)-Isobenzofuranone, 3-ethoxy-;3-Ethoxyphthalide;3-Ethoxyisobenzofuran-1(3H)-one;NSC60055;SCHEMBL13302911;DTXSID501303460;3-Ethoxy-2-benzofuran-1(3H)-one;NSC 60055;NSC-60055;NSC132303;AKOS024335816;3-Ethoxy-2-benzofuran-1(3H)-one #;NSC 132303;NSC-132303

Chemical Property of Phthalide, 3-ethoxy-

Chemical Property:

• Vapor Pressure: 0.000755mmHg at 25°C
• Melting Point: 64-65 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 306.8°C at 760 mmHg
• Flash Point: 125.1°C
• PSA: 35.53000
• Density: 1.21g/cm³
• LogP: 1.89210
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99%min ^*data from raw suppliers

3-ETHOXYPHTHALIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1C2=CC=CC=C2C(=O)O1

Technology Process of Phthalide, 3-ethoxy-

There total 24 articles about Phthalide, 3-ethoxy- 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: 99.0%

ethanol (64-17-5) + o-carboxybenzaldehyde (119-67-5) → 3-ethoxy-3H-isobenzofuran-1-one (16824-02-5)

Guidance literature:

o-carboxybenzaldehyde; With thionyl chloride; at 0 - 20 ℃; for 1h;

ethanol; for 12h;

DOI:10.1002/ejoc.200900195

Reference yield: 85.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + ortho-bromobenzaldehyde (6630-33-7) → 3-ethoxy-3H-isobenzofuran-1-one (16824-02-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; at 80 ℃; for 20h; under 10640 Torr;

Reference yield: 83.0%

ethanol (64-17-5) + o-phthalic dicarboxaldehyde (643-79-8) → 3-ethoxy-3H-isobenzofuran-1-one (16824-02-5)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; at 80 ℃; Solvent; Catalytic behavior; Mechanism; Schlenk technique;

DOI:10.1016/j.tet.2015.10.034

upstream raw materials:

3-Bromophthalide

ethanol

7,14-dihydroxy-7,14-dihydro-dibenzo[c,h][1,6]dioxecin-5,12-dione

o-carboxybenzaldehyde

Downstream raw materials:

(±)-3-(phenylamino)isobenzofuran-1(3H)-one

phthalazone

isoquinolin-1-yl(diphenyl)methanol

2-(benzoyloxyisoquinol-1-ylmethyl)benzoate

Refernces

• 1、 Li, Guo,Yin, Dali,Liang, Xiao-Tian. "A Facile Synthesis of 3-Substituted Phthalides". . p. 1183 - 1189. Retrieved 2004.
• 2、 Matsuda, Takanori,Suzuki, Kentaro,Abe, Shinya,Kirikae, Haruki,Okada, Noboru. "Oxidative cyclization of dialdehydes with alcohols and 1,3-dicarbonyl compounds under Rh(III)/Cu(II) conditions". . p. 9264 - 9270. Retrieved 2015/11/27.
• 3、 Chiurato, Matteo,Routier, Sylvain,Troin, Yves,Guillaumet, Gerald. "New efficient route to fused aryltetrahydroindolizinones via N-Acyliminium intermediates". scheme or table. p. 3011 - 3021. Retrieved 2009/11/30.