5-Chloro-1-(3H)-Isobenzofuranone

Base Information

• Chemical Name: 5-Chloro-1-(3H)-Isobenzofuranone
• CAS No.: 54109-03-4
• Molecular Formula: C8H5 Cl O2
• Molecular Weight: 168.579
• Hs Code.: 2932209090
• Mol file: 54109-03-4.mol

Synonyms:Phthalide,5-chloro- (6CI); 5-Chlorophthalide; NSC 49581

Chemical Property of 5-Chloro-1-(3H)-Isobenzofuranone

Chemical Property:

• Vapor Pressure: 1.74E-05mmHg at 25°C
• Melting Point: 154-155℃
• Boiling Point: 363.9°Cat760mmHg
• Flash Point: 205.9°C
• PSA: 26.30000
• Density: 1.428g/cm³
• LogP: 2.01040
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-1(3H)-isobenzofuranone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chloro-1(3H)-isobenzofuranone acts as a reagent in the synthesis of naphthylpiperazine with dual activity as 5-HTID antagonists and 5-HT reuptake inhibitors.

Technology Process of 5-Chloro-1-(3H)-Isobenzofuranone

There total 3 articles about 5-Chloro-1-(3H)-Isobenzofuranone 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: 15.0%

4-chlorophthalic anhydride (118-45-6) → 5-chloro-3H-isobenzofuran-1-one (54109-03-4) + 4-chloro-2-(hydroxymethyl)benzyl alcohol (110706-49-5)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

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:

4-chlorobenzanilide (6833-15-4) → 5-chloro-3H-isobenzofuran-1-one (54109-03-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 89 percent / KBH₄ / methanol / 1 h / Heating

With potassium borohydride; In methanol;

DOI:10.1007/BF00808275

upstream raw materials:

4-chlorophthalic anhydride

4-chlorobenzanilide

4-chloro-1,2-dimethylbenzene

3-chloro-o-xylene

Downstream raw materials:

4-chloro-2-(4'-dimethylaminophenyl)indan-1,3-dione

2,2'-bis<5-chloro-2-(4''-dimethylaminophenyl)indan-1,3-dione>

5-chloro-1,3-dihydroisobenzofuran-1-ol

Refernces

• 1、 Epsztajn, Jan,Bieniek, Adam,Kowalska, Justyna A.,Scianowski, Jacek. "Application of Organolithium and Related Reagents in Synthesis, Part X. Metallation-Electrophilic Substitution Sequence of Secondary Chlorobenzamides". . p. 1125 - 1134. Retrieved 2007/10/02.