4-Chloroformylphthalic anhydride Chemical Properties

Melting point:

66-68 °C(lit.)

Boiling point:

302.37°C (rough estimate)

Density 

1.5015 (rough estimate)

vapor pressure 

0.017Pa at 20℃

refractive index 

1.4571 (estimate)

storage temp. 

2-8°C

solubility 

soluble in Chloroform

form 

powder to lump

color 

White to Almost white

Water Solubility 

decomposes

Sensitive 

Moisture Sensitive

BRN 

610823

InChIKey

NJMOHBDCGXJLNJ-UHFFFAOYSA-N

CAS DataBase Reference

1204-28-0(CAS DataBase Reference)

NIST Chemistry Reference

Phthalic , 4-(chloroformyl)-,anhydride(1204-28-0)

EPA Substance Registry System

5-Isobenzofurancarbonyl chloride, 1,3-dihydro-1,3-dioxo- (1204-28-0)

Safety Information

Hazard Codes 

C

Risk Statements 

34-29

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

10-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29173990

MSDS

• Language:English Provider:Trimellitic anhydride acid chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Chloroformylphthalic anhydride Usage And Synthesis

Chemical Properties

white crystalline solid

Uses

Trimellitic Anhydride Chloride can be used as a reagent to synthesize optical polyamideimides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2557, 1973 DOI: 10.1021/jo00954a034

Flammability and Explosibility

Not classified

Synthesis

The general procedure for the synthesis of 1,3-dioxo-1,3-dihydroisobenzofuran-5-carbonyl chloride from trimellitic anhydride was as follows: trimellitic anhydride (50 g) and cyclohexane (45 mL) were added to a reaction flask containing 4-dimethylaminopyridine (0.05 g), and heated to 90 °C. Subsequently, thionyl chloride (37.2 g, molar ratio of trimellitic anhydride to thionyl chloride 1:1.2) was added slowly and the reaction mixture was refluxed for 6 hours. Upon completion of the reaction, it was confirmed that no gas was produced. At the end of the reaction, the remaining cyclohexane and excess thionyl chloride were removed by distillation at 90 °C and the solution was recovered at -0.085 MPa. Next, the 180-190 °C fraction was collected by vacuum distillation (vacuum of 750 mmHg) to give trimellitic anhydride chloride (47.6 g). After cooling, the product was a white solid with a melting point of 67.5~68.8 °C, and the HPLC purity was 99.5% in 86.9% yield.

References

[1] Patent: CN103626729, 2016, B. Location in patent: Paragraph 0026; 0027
[2] Patent: CN106748963, 2017, A. Location in patent: Paragraph 0048; 0049; 0050; 0051
[3] Patent: CN108341796, 2018, A. Location in patent: Paragraph 0016; 0017; 0018; 0019; 0020; 0021
[4] Patent: US10093929, 2018, B2. Location in patent: Page/Page column 2-3

4-Chloroformylphthalic anhydride(1204-28-0)Related Product Information

• Terephthaloyl chloride
• Chromium(VI) oxide
• Glutaric anhydride
• Trimellitic Anhydride
• Trifluoromethanesulfonic anhydride
• Benzenesulfonyl chloride
• 1,2,4-Benzenetricarboxylic acid
• Succinic anhydride
• Benzoyl chloride
• N-Acetylsulfanilyl chloride
• Caronic anhydride
• CIS-BUTENEDIOIC ANHYDRIDE
• 4-Nitrobenzenesulfonyl chloride
• Phthalic anhydride
• p-Toluoyl chloride
• Methyl 4-formylbenzoate
• 4-Nitrobenzoyl chloride
• Acetic anhydride