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4-Chlorophthalic anhydride

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Name

4-Chlorophthalic anhydride

EINECS 204-251-9
CAS No. 118-45-6 Density 1.594 g/cm3
PSA 43.37000 LogP 1.65060
Solubility N/A Melting Point 96 °C
Formula C8H3ClO3 Boiling Point 299.8 °C at 760 mmHg
Molecular Weight 182.563 Flash Point 142.4 °C
Transport Information N/A Appearance white crystal powder
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 118-45-6 (4-Chlorophthalic anhydride) Hazard Symbols N/A
Synonyms

5-chloroisobenzofuran-1,3-dione;4-Chlorophthalic Acid Anhydride;

Article Data 39

4-Chlorophthalic anhydride Synthetic route

1204-28-0

trimellitic anhydride acid chloride

A

85-44-9

phthalic anhydride

B

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
palladium dichloride In melt at 290℃; for 2h; Product distribution; other temperatures and other catalysts (Pd/C, Pd(PPh3)4);A 1%
B 99%
tetrakis(triphenylphosphine) palladium(0) In melt at 265℃; for 16h;A 10%
B 79%
89-20-3

4-chlorophthalic acid

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With acetic anhydride for 3h; Heating;98%
With acetic anhydride for 1h; Heating;90%
With acetic anhydride for 2h; Reflux;88%
1204-28-0

trimellitic anhydride acid chloride

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With bis(tri-ortho-tolylphosphine)palladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In toluene at 130℃; for 20h; Inert atmosphere; Glovebox;84%
56047-23-5

monosodique de l'acide chloro-4 phtalique

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With thionyl chloride for 2h; Heating;70%
With sulfuric acid In acetic anhydride for 3h; Heating;
With thionyl chloride for 2h; Reflux;
85-44-9

phthalic anhydride

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With sulfuric acid; chlorine at 50℃; in Gegenwart von Jod;
With chlorine In water at 70℃; for 12h;
56-23-5

tetrachloromethane

5466-84-2

4-nitrophthalic anhydride

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
at 280℃;
5466-84-2

4-nitrophthalic anhydride

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With chlorine at 230 - 250℃;
89-20-3

4-chlorophthalic acid

75-36-5

acetyl chloride

118-45-6

4-chlorophthalic anhydride

85-44-9

phthalic anhydride

A

118-45-6

4-chlorophthalic anhydride

B

117-21-5

3-chlorophthalic anhydride

C

942-06-3

4,5-dichlorophthalic anhydride

D

51971-64-3

4,6-dichloroisobenzofuran-1,3-diketone

Conditions
ConditionsYield
With chlorine at 390℃; Product distribution; var. temp, var. conc. of Cl2;
With chlorine at 420℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With chlorine at 390℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
91-58-7

2-chloronaphthalene

air

air

titanium yl vanadate

titanium yl vanadate

titanium oxide

titanium oxide

pumice stone

pumice stone

A

85-44-9

phthalic anhydride

B

118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
at 340℃;

4-Chlorophthalic anhydride Chemical Properties

Structure of 4-Chlorophthalic anhydride (CAS NO.118-45-6):

IUPAC Name: 5-chloro-2-benzofuran-1,3-dione 
Empirical Formula: C8H3ClO3
Molecular Weight: 182.5606 
EINECS: 204-251-9 
Index of Refraction: 1.626 Molar
Refractivity: 40.57 cm3
Molar Volume: 114.5 cm3
Polarizability: 16.08 10-24cm3
Surface Tension: 61.1 dyne/cm
Density: 1.594 g/cm3
Flash Point: 142.4 °C
Enthalpy of Vaporization: 53.99 kJ/mol 
Melting Point: 96°C
Boiling Point: 299.8 °C at 760 mmHg
Vapour Pressure: 0.00116 mmHg at 25°C 
Product Categories: Acids and Derivatives;Phthalic Acids, Esters and Derivatives
 Canonical SMILES: C1=CC2=C(C=C1Cl)C(=O)OC2=O
InChI: InChI=1S/C8H3ClO3/c9-4-1-2-5-6(3-4)8(11)12-7(5)10/h1-3H
InChIKey: BTTRMCQEPDPCPA-UHFFFAOYSA-N

4-Chlorophthalic anhydride Production

 4-Chlorophthalic anhydride (CAS NO.118-45-6) can be produced by chlorination of phthalic anhydride.

4-Chlorophthalic anhydride Safety Profile

Risk Statements: 36/37/38
36/37/38:  Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection

4-Chlorophthalic anhydride Specification

  4-Chlorophthalic anhydride , its cas register number is 118-45-6. It also can be called 1,3-isobenzofurandione, 5-chloro- ;
 5-Chloro-2-benzofuran-1,3-dione ; 4-Chlorophthalic anhydride ; phthalic anhydride, 4-chloro- .

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