trimellitic anhydride acid chloride
A
phthalic anhydride
B
4-chlorophthalic anhydride
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With acetic anhydride for 3h; Heating; | 98% |
With acetic anhydride for 1h; Heating; | 90% |
With acetic anhydride for 2h; Reflux; | 88% |
Conditions | Yield |
---|---|
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
4-chlorophthalic anhydride
Conditions | Yield |
---|---|
With thionyl chloride for 2h; Heating; | 70% |
With sulfuric acid In acetic anhydride for 3h; Heating; | |
With thionyl chloride for 2h; Reflux; |
Conditions | Yield |
---|---|
With sulfuric acid; chlorine at 50℃; in Gegenwart von Jod; | |
With chlorine In water at 70℃; for 12h; |
Conditions | Yield |
---|---|
at 280℃; |
Conditions | Yield |
---|---|
With chlorine at 230 - 250℃; |
phthalic anhydride
A
4-chlorophthalic anhydride
B
3-chlorophthalic anhydride
C
4,5-dichlorophthalic anhydride
D
4,6-dichloroisobenzofuran-1,3-diketone
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
at 340℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: nitric acid / 190 - 200 °C / im geschlossenen Rohr 2: durch Sublimation View Scheme |
6-chloronaphthalen-2-ol
4-chlorophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bei der Oxydation 2: durch Sublimation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diluted NaOH-solution; chlorine View Scheme |
A
4-chlorophthalic anhydride
B
4-chloro-1,2,3,6-tetrahydrophthalic anhydride
Conditions | Yield |
---|---|
In water |
4-chlorophthalic acid
3-chlorobenzene-1,2-dicarboxylic acid
A
4-chlorophthalic anhydride
B
3-chlorophthalic anhydride
Conditions | Yield |
---|---|
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
dichloromaleic acid anhydride
10H-phenothiazine
chloroprene
4-chlorophthalic anhydride
4-chloro-1,2-dimethylbenzene
A
4-chlorophthalic anhydride
B
4-chlorophthalic acid
Conditions | Yield |
---|---|
With hydrogenchloride; potassium permanganate In water; acetic anhydride | |
With hydrogenchloride; potassium permanganate In water; acetic anhydride |
4-chlorophthalic anhydride
Conditions | Yield |
---|---|
With thionyl chloride for 2h; Reflux; |
4-chlorophthalic anhydride
m-phenylenediamine
1,3-bis[N-(4-chlorophthalimidio)]benzene
Conditions | Yield |
---|---|
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
3,3′,4,4′-diphenylsulfidetetracarboxylic dianhydride
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; toluene at 110℃; for 6h; | 98.1% |
4-chlorophthalic anhydride
(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
Conditions | Yield |
---|---|
With triethylamine In toluene for 4h; Heating; | 98% |
Conditions | Yield |
---|---|
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
1-(3-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane
N-{3-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide
Conditions | Yield |
---|---|
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
4-amino-4',4''-dihydroxytriphenylmethane
N-[4-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide
Conditions | Yield |
---|---|
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
benzylamine
2-benzyl-5-chloroisoindolin-1,3-dione
Conditions | Yield |
---|---|
In xylene Heating; | 93% |
Conditions | Yield |
---|---|
at 150℃; for 16h; | 92.4% |
Conditions | Yield |
---|---|
In paraffin oil at 170℃; for 10h; | 92.1% |
Conditions | Yield |
---|---|
With 4-hydroxymethyl-1,3-dioxolan-2-one at 180℃; for 14h; | 91.8% |
Conditions | Yield |
---|---|
at 180℃; for 12h; | 91.5% |
Conditions | Yield |
---|---|
With ethylene glycol carbonate at 190℃; for 10h; | 91.4% |
With acetic acid for 24h; Heating; | 88% |
Conditions | Yield |
---|---|
at 110℃; | 90.6% |
4-chlorophthalic anhydride
3-amino-4',4''-dihydroxytriphenylmethane
N-[3-bis(4-hydroxyphenyl)toluoyl]-4-chlorophthalimide
Conditions | Yield |
---|---|
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
1-(4-aminophenyl)-1,1-bis(4-hydroxyphenyl)ethane
N-{4-[1,1-bis(4-hydroxyphenyl)]ethylphenyl}-4-chlorophthalimide
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
90% |
4-chlorophthalic anhydride
3-chlorophthalic anhydride
2,3',3,4'-biphenyltetracarboxylic acid dianhydride
Conditions | Yield |
---|---|
With N-phenylpicolinamide; sodium bromide; nickel dichloride; zinc at 30℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Inert atmosphere; | 87.7% |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide; toluene for 15h; Reflux; | 87.7% |
4-chlorophthalic anhydride
Conditions | Yield |
---|---|
With sodium sulfide In tetrahydrofuran at 20℃; for 4h; | 87.6% |
Conditions | Yield |
---|---|
With acetic acid at 100℃; for 3h; | 86.4% |
4-chlorophthalic anhydride
1,1'-bis(3-methyl-4-aminophenyl)cyclohexane
4,4'-bis(4-chlorophthalimido)-3,3'-dimethyldiphenyl-1,1'-cyclohexane
Conditions | Yield |
---|---|
With acetic acid for 24h; Heating; | 85% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
BPA
4-chlorophthalic anhydride
4,4'-bis(4,4'-isopropylidene diphenoxy)-bis(phthalic anhydride)
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
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 (CAS NO.118-45-6) can be produced by chlorination of phthalic anhydride.
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 , 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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