4-Chlorophthalide

Base Information

• Chemical Name: 4-Chlorophthalide
• CAS No.: 52010-22-7
• Molecular Formula: C8H5ClO2
• Molecular Weight: 168.579
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID40199982
• Wikidata: Q83072999
• Mol file: 52010-22-7.mol

Synonyms:4-Chlorophthalide;52010-22-7;4-Chloroisobenzofuran-1(3H)-one;1(3H)-Isobenzofuranone, 4-chloro-;4-chloro-3H-2-benzofuran-1-one;BRN 0124386;MFCD01718133;4-chloro-1,3-dihydro-2-benzofuran-1-one;4-17-00-04949 (Beilstein Handbook Reference);4-chloro-3H-isobenzofuran-1-one;SCHEMBL87504;DTXSID40199982;PLBDNGRGWFOSCH-UHFFFAOYSA-N;CCA01022;AM9350;AKOS006276815;AC-2421;AS-31547;LS-84348;SY001014;CS-0131580;FT-0656380;A828883

Chemical Property of 4-Chlorophthalide

Chemical Property:

• Vapor Pressure: 2.2E-05mmHg at 25°C
• Refractive Index: 1.601
• Boiling Point: 360.6 °C at 760 mmHg
• Flash Point: 203.5 °C
• PSA: 26.30000
• Density: 1.428 g/cm³
• LogP: 2.01040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.9978071
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

4-Chlorophthalide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC=C2Cl)C(=O)O1

Technology Process of 4-Chlorophthalide

There total 2 articles about 4-Chlorophthalide 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: 40.0%

3-chlorophthalic anhydride (117-21-5) → 4-chloroisobenzofuran-1(3H)-one (52010-22-7) + 7-chloroisobenzofuran-1(3H)-one (70097-45-9) + 3-chloro-1,2-di-(hydroxymethyl)benzene (110706-48-4)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; Yields of byproduct given;

DOI:10.1021/jo00377a023

Reference yield:

4-chloro-1,2-dimethylbenzene (615-60-1) + 3-chloro-o-xylene (608-23-1) → 5-chloro-3H-isobenzofuran-1-one (54109-03-4) + 4-chloroisobenzofuran-1(3H)-one (52010-22-7) + 4-chlorophthalic acid (89-20-3) + 3-chlorobenzene-1,2-dicarboxylic acid (27563-65-1)

Guidance literature:

With oxygen; In acetic acid; xylene; at 35 - 40 ℃; Purification / work up;

Reference yield: 82.0%

4-chloroisobenzofuran-1(3H)-one (52010-22-7) → 3-chloro-1,2-di-(hydroxymethyl)benzene (110706-48-4)

Guidance literature:

With phenylsilane; potassium hydroxide; In tetrahydrofuran; for 4h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.cclet.2018.11.025

upstream raw materials:

3-chlorophthalic anhydride

4-chloro-1,2-dimethylbenzene

3-chloro-o-xylene

Downstream raw materials:

3-chloro-1,2-di-(hydroxymethyl)benzene

Refernces

• 1、 Soucy,Favreau,Kayser. "On the regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides". . p. 129 - 134. Retrieved 2007/10/02.