3-Chlorophthalic anhydride

Base Information

• Chemical Name: 3-Chlorophthalic anhydride
• CAS No.: 117-21-5
• Molecular Formula: C8H3ClO3
• Molecular Weight: 182.563
• Hs Code.: 29173995
• European Community (EC) Number: 204-179-8
• NSC Number: 122937
• UNII: VO7NXT0137
• DSSTox Substance ID: DTXSID10151653
• Nikkaji Number: J141.264G
• Wikipedia: 3-Chlorophthalic_anhydride
• Wikidata: Q4634121
• Mol file: 117-21-5.mol

Synonyms:3-Chlorophthalic anhydride;117-21-5;4-chloroisobenzofuran-1,3-dione;4-chloro-2-benzofuran-1,3-dione;3-chlorophthalic acid anhydride;C8H3ClO3;1,3-Isobenzofurandione, 4-chloro-;1,3-Isobenzofurandione, chloro-;3-Chlorophthalic anhydride, tech grade;UNII-VO7NXT0137;Phthalic anhydride, 3-chloro-;VO7NXT0137;4-chloro-1,3-dihydro-2-benzofuran-1,3-dione;EINECS 204-179-8;MFCD00023107;NSC-122937;EC 204-179-8;4-chloranyl-2-benzofuran-1,3-dione;NSC122937;3ClPA;3-Chlorophthalicanhydride;3-chloro-phthalic anhydride;SCHEMBL261766;DTXSID10151653;4-Chloro-isobenzofuran-1,3-dione;AKOS002687652;FS-1337;NSC 122937;SY001001;C3489;CS-0108687;FT-0615515;EN300-120942;A803737;A840202;Q4634121;W-108569;3-Chlorophthalic acid anhydride 100 microg/mL in Acetonitrile

Chemical Property of 3-Chlorophthalic anhydride

Chemical Property:

• Appearance/Colour: White or pale yellow crystalline powder and chunks
• Vapor Pressure: 0.000392mmHg at 25°C
• Melting Point: 123-126 °C
• Refractive Index: 1.626
• Boiling Point: 317.2 °C at 760 mmHg
• Flash Point: 152.2 °C
• PSA: 43.37000
• Density: 1.594 g/cm³
• LogP: 1.65060
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 181.9770716
• Heavy Atom Count: 12
• Complexity: 239

Purity/Quality:

98%, ^*data from raw suppliers

3-Chlorophthalic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)C(=O)OC2=O
• Uses: 3-chlorophthalic anhydride is mainly used for the synthesis of polyimide engineering plastic properties. Also be used as drug or pesticide intermediates.

Technology Process of 3-Chlorophthalic anhydride

There total 19 articles about 3-Chlorophthalic anhydride 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%

3-chlorobenzene-1,2-dicarboxylic acid (27563-65-1) → 3-chlorophthalic anhydride (117-21-5)

Guidance literature:

With acetic anhydride; for 1h; Heating;

DOI:10.1021/jo00377a023

Reference yield: 60.6%

3-nitrophthalic acid anhydride (641-70-3) → 3-chlorophthalic anhydride (117-21-5)

Guidance literature:

With chlorine; at 240 ℃; for 2h;

DOI:10.1021/jo00163a005

Reference yield:

phthalic anhydride (85-44-9) → 4-chlorophthalic anhydride (118-45-6) + 3-chlorophthalic anhydride (117-21-5) + 4,5-dichlorophthalic anhydride (942-06-3) + 4,6-dichloroisobenzofuran-1,3-diketone (51971-64-3)

Guidance literature:

With chlorine; at 390 ℃; Product distribution; var. temp, var. conc. of Cl₂;

DOI:10.1021/jo00163a005

upstream raw materials:

phthalic anhydride

tetrachloromethane

3-nitrophthalic acid anhydride

3-chlorobenzene-1,2-dicarboxylic acid

Downstream raw materials:

2-chloro-6-(2,5-dimethyl-benzoyl)-benzoic acid

3-chloro-2-(2,4-dimethyl-benzoyl)-benzoic acid

4-chloro-2-p-tolyl-isoindoline-1,3-dione

2-benzoyl-6-chloro-benzoic acid

Refernces

• 1、 -. "Method of making halophthalic acids and halophthalic anhydrides". Page/Page column 9. . Retrieved 2008/06/13.
• 2、 Soucy,Favreau,Kayser. "On the regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides". . p. 129 - 134. Retrieved 2007/10/02.