Product Name

  • Name

    4-Chlorophthalic anhydride

  • EINECS 204-251-9
  • CAS No. 118-45-6
  • Article Data39
  • CAS DataBase
  • Density 1.594 g/cm3
  • Solubility
  • 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
  • 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
  • Synonyms 5-chloroisobenzofuran-1,3-dione;4-Chlorophthalic Acid Anhydride;
  • PSA 43.37000
  • LogP 1.65060

Synthetic route

trimellitic anhydride acid chloride
1204-28-0

trimellitic anhydride acid chloride

A

phthalic anhydride
85-44-9

phthalic anhydride

B

4-chlorophthalic anhydride
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%
4-chlorophthalic acid
89-20-3

4-chlorophthalic acid

4-chlorophthalic anhydride
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%
trimellitic anhydride acid chloride
1204-28-0

trimellitic anhydride acid chloride

4-chlorophthalic anhydride
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%
monosodique de l'acide chloro-4 phtalique
56047-23-5

monosodique de l'acide chloro-4 phtalique

4-chlorophthalic anhydride
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;
phthalic anhydride
85-44-9

phthalic anhydride

4-chlorophthalic 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;
tetrachloromethane
56-23-5

tetrachloromethane

4-nitrophthalic anhydride
5466-84-2

4-nitrophthalic anhydride

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
at 280℃;
4-nitrophthalic anhydride
5466-84-2

4-nitrophthalic anhydride

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

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

4-chlorophthalic acid

acetyl chloride
75-36-5

acetyl chloride

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

phthalic anhydride
85-44-9

phthalic anhydride

A

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

B

3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

C

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

D

4,6-dichloroisobenzofuran-1,3-diketone
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;
2-chloronaphthalene
91-58-7

2-chloronaphthalene

air

air

titanium yl vanadate

titanium yl vanadate

titanium oxide

titanium oxide

pumice stone

pumice stone

A

phthalic anhydride
85-44-9

phthalic anhydride

B

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
at 340℃;
2,6-dichloronaphthalene
2065-70-5

2,6-dichloronaphthalene

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid / 190 - 200 °C / im geschlossenen Rohr
2: durch Sublimation
View Scheme
6-chloronaphthalen-2-ol
40604-49-7

6-chloronaphthalen-2-ol

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bei der Oxydation
2: durch Sublimation
View Scheme
benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diluted NaOH-solution; chlorine
View Scheme
2C6H15N*C8H9ClO4

2C6H15N*C8H9ClO4

2C6H15N*C8H5ClO4

2C6H15N*C8H5ClO4

A

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

B

4-chloro-1,2,3,6-tetrahydrophthalic anhydride
14737-08-7

4-chloro-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
In water
4-chlorophthalic acid
89-20-3

4-chlorophthalic acid

3-chlorobenzene-1,2-dicarboxylic acid
27563-65-1

3-chlorobenzene-1,2-dicarboxylic acid

A

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

B

3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

Conditions
ConditionsYield
With acetic anhydride at 122 - 136℃; for 2h; Product distribution / selectivity;
at 175℃; under 60.006 Torr; for 3h; Product distribution / selectivity;
2-chloromaleic anhydride
96-02-6

2-chloromaleic anhydride

dichloromaleic acid anhydride
1122-17-4

dichloromaleic acid anhydride

10H-phenothiazine
92-84-2

10H-phenothiazine

chloroprene
126-99-8

chloroprene

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-chlorotetrahydrophthalic anhydride

4-chlorotetrahydrophthalic anhydride

pyrographite
7440-44-0

pyrographite

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-chlorotetrahydrophthalic anhydride

4-chlorotetrahydrophthalic anhydride

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-chloro-1,2-dimethylbenzene
615-60-1

4-chloro-1,2-dimethylbenzene

A

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

B

4-chlorophthalic acid
89-20-3

4-chlorophthalic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium permanganate In water; acetic anhydride
With hydrogenchloride; potassium permanganate In water; acetic anhydride
monosodium salt of 4-chlorophthalic acid

monosodium salt of 4-chlorophthalic acid

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

Conditions
ConditionsYield
With thionyl chloride for 2h; Reflux;
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

m-phenylenediamine
108-45-2

m-phenylenediamine

1,3-bis[N-(4-chlorophthalimidio)]benzene
148935-94-8

1,3-bis[N-(4-chlorophthalimidio)]benzene

Conditions
ConditionsYield
Sodium phenylphosphinate In methoxybenzene at 200℃; under 760.051 - 1824.12 Torr; for 2 - 7h; Conversion of starting material;99.44%
In glycerol at 150℃; for 15h;55.3%
In 1,2-dichloro-benzene at 20 - 180℃; for 32h;
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

3,3′,4,4′-diphenylsulfidetetracarboxylic dianhydride
25884-43-9

3,3′,4,4′-diphenylsulfidetetracarboxylic dianhydride

Conditions
ConditionsYield
With carbon disulfide; sulfur; sodium t-butanolate In dimethyl sulfoxide at 150℃; Temperature; Reagent/catalyst; Solvent;99.08%
With sodium sulfide; 18-crown-6 ether at 200℃; for 24h;70%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-chlorophthalimide
7147-90-2

4-chlorophthalimide

Conditions
ConditionsYield
With choline chloride; urea at 140℃; for 1h; Green chemistry;99%
With urea for 0.666667h; Heating;98%
With formamide for 0.0333333h; microwave irradiation;93%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

C8H3O4(1-)*Na(1+)

C8H3O4(1-)*Na(1+)

4,4'-oxydiphthalic dianhydride
1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
In N,N-dimethyl-formamide; toluene at 110℃; for 6h;98.1%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

(2R*,3R*)-3-Amino-2-(2,4-difluoropropyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
126916-57-2, 127000-91-3, 132563-71-4

(2R*,3R*)-3-Amino-2-(2,4-difluoropropyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

(2R*,3R*)-3-(4-Chlorophthalimido)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
126917-83-7

(2R*,3R*)-3-(4-Chlorophthalimido)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Conditions
ConditionsYield
With triethylamine In toluene for 4h; Heating;98%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

6-chloro-2,3-dihydrophthalazine-1,4-dione
3682-29-9

6-chloro-2,3-dihydrophthalazine-1,4-dione

Conditions
ConditionsYield
Stage #1: 4-chlorophthalic anhydride With hydrazine hydrate Inert atmosphere;
Stage #2: With hydrogenchloride In water for 24h; Reflux; Inert atmosphere;
97%
With hydrazine In acetic acid for 2h; Heating / reflux;95%
With hydrazine hydrate In acetic acid for 0.5h; Heating;
With hydrazine hydrate In ethanol for 5h; Ambient temperature;
With hydrogenchloride; hydrazine hydrate In quinoline for 24h; Reflux;
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

1-(3-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane
579472-20-1

1-(3-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane

N-{3-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide
579472-24-5

N-{3-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide

Conditions
ConditionsYield
Stage #1: 4-chlorophthalic anhydride; 1-(3-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane In N,N-dimethyl acetamide at 20℃;
Stage #2: In N,N-dimethyl acetamide; xylene Heating;
97%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-amino-4',4''-dihydroxytriphenylmethane
579472-19-8

4-amino-4',4''-dihydroxytriphenylmethane

N-[4-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide
579472-21-2

N-[4-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide

Conditions
ConditionsYield
Stage #1: 4-chlorophthalic anhydride; 4-amino-4',4''-dihydroxytriphenylmethane In N,N-dimethyl acetamide at 20℃; for 24h;
Stage #2: In N,N-dimethyl acetamide; xylene for 10h; Heating;
95%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

benzylamine
100-46-9

benzylamine

2-benzyl-5-chloroisoindolin-1,3-dione
136860-33-8

2-benzyl-5-chloroisoindolin-1,3-dione

Conditions
ConditionsYield
In xylene Heating;93%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

ethylenediamine
107-15-3

ethylenediamine

C18H10Cl2N2O4

C18H10Cl2N2O4

Conditions
ConditionsYield
at 150℃; for 16h;92.4%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

C22H10Cl2N2O4

C22H10Cl2N2O4

Conditions
ConditionsYield
In paraffin oil at 170℃; for 10h;92.1%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

2,2'-bis(trifluoromethyl)benzidine
341-58-2

2,2'-bis(trifluoromethyl)benzidine

C30H12Cl2F6N2O4

C30H12Cl2F6N2O4

Conditions
ConditionsYield
With 4-hydroxymethyl-1,3-dioxolan-2-one at 180℃; for 14h;91.8%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

dapsone
80-08-0

dapsone

C28H14Cl2N2O6S

C28H14Cl2N2O6S

Conditions
ConditionsYield
at 180℃; for 12h;91.5%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

4,4'-bis(4-chlorophthalimido)diphenyl ether

4,4'-bis(4-chlorophthalimido)diphenyl ether

Conditions
ConditionsYield
With ethylene glycol carbonate at 190℃; for 10h;91.4%
With acetic acid for 24h; Heating;88%
1,2-dimethylindole
875-79-6

1,2-dimethylindole

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

C18H14ClNO3

C18H14ClNO3

Conditions
ConditionsYield
at 110℃;90.6%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

3-amino-4',4''-dihydroxytriphenylmethane
109811-59-8

3-amino-4',4''-dihydroxytriphenylmethane

N-[3-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide
579472-23-4

N-[3-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide

Conditions
ConditionsYield
Stage #1: 4-chlorophthalic anhydride; 3-amino-4',4''-dihydroxytriphenylmethane In N,N-dimethyl acetamide at 20℃;
Stage #2: In N,N-dimethyl acetamide; xylene Heating;
90%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

1-(4-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane
266001-57-4

1-(4-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane

N-{4-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide
579472-22-3

N-{4-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide

Conditions
ConditionsYield
Stage #1: 4-chlorophthalic anhydride; 1-(4-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane In N,N-dimethyl acetamide at 20℃;
Stage #2: In N,N-dimethyl acetamide; xylene Heating;
90%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

o-toluidine
95-53-4

o-toluidine

N-(2-methylphenyl)-4-chlorophthalimide

N-(2-methylphenyl)-4-chlorophthalimide

Conditions
ConditionsYield
90%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

2,3',3,4'-biphenyltetracarboxylic acid dianhydride
36978-41-3

2,3',3,4'-biphenyltetracarboxylic acid dianhydride

Conditions
ConditionsYield
With N-phenylpicolinamide; sodium bromide; nickel dichloride; zinc at 30℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Inert atmosphere;87.7%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

C28H6F36O2

C28H6F36O2

C44H10F36O8

C44H10F36O8

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide; toluene for 15h; Reflux;87.7%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

C8H3ClO2S

C8H3ClO2S

Conditions
ConditionsYield
With sodium sulfide In tetrahydrofuran at 20℃; for 4h;87.6%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-amino-n-butyric acid
56-12-2

4-amino-n-butyric acid

C12H10ClNO4

C12H10ClNO4

Conditions
ConditionsYield
With acetic acid at 100℃; for 3h;86.4%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

1,1'-bis(3-methyl-4-aminophenyl)cyclohexane
6442-08-6

1,1'-bis(3-methyl-4-aminophenyl)cyclohexane

4,4'-bis(4-chlorophthalimido)-3,3'-dimethyldiphenyl-1,1'-cyclohexane
582303-39-7

4,4'-bis(4-chlorophthalimido)-3,3'-dimethyldiphenyl-1,1'-cyclohexane

Conditions
ConditionsYield
With acetic acid for 24h; Heating;85%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4,4'-oxydiphthalic dianhydride
1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate; hexaethylguanidinium chloride In water; 1,2-dichloro-benzene for 3.5h; Heating / reflux;85%
With potassium carbonate; sodium nitrite In N,N-dimethyl acetamide; toluene at 162 - 170℃; for 5h;85%
Stage #1: 4-chlorophthalic anhydride With monopotassium carbonate; tetraphenylphosphonium bromide; potassium hydrogencarbonate In 2,4-dichlorotoluene for 7.5h; Heating / reflux; Nitrogen atmosphere;
Stage #2: Conversion of starting material; Heating / reflux;
82%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

urea
57-13-6

urea

copper(l) chloride

copper(l) chloride

C32H12Cl4CuN8, β
16040-69-0

C32H12Cl4CuN8, β

Conditions
ConditionsYield
In further solvent(s) stirring of a mixt. of CuCl, urea and C8H3ClO3 in trichlorobenzene at ambient temp. for 30 minutes; heating at 175-180°C for 4 h; evapn.; heating with 5% HCl; heating with 2% aq. Na2CO3;; washing with H2O and ethanol; drying at 95-100°C;;85%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4,4'-bis(4,4'-isopropylidene diphenoxy)-bis(phthalic anhydride)
38103-06-9

4,4'-bis(4,4'-isopropylidene diphenoxy)-bis(phthalic anhydride)

Conditions
ConditionsYield
Stage #1: BPA With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 85 - 172℃; for 15h;
Stage #2: 4-chlorophthalic anhydride In water; 1,3,5-trimethyl-benzene at 130 - 145℃; for 5h; Time;
85%
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

diphenyl acetylene
501-65-5

diphenyl acetylene

3-chloro-5,6,7,8-tetraphenyl-1-naphthoic acid

3-chloro-5,6,7,8-tetraphenyl-1-naphthoic acid

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; tetrabutylammomium bromide In N,N-dimethyl-formamide at 100℃; for 12h; Sealed tube;85%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; tetrabutylammomium bromide; 5-methyl-dihydro-furan-2-one In N,N-dimethyl-formamide at 100℃; for 12h;83%

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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