3,4,5,6-Tetrachlorphthalsaeure-bis(4-chlorphenyl)ester
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
With sulfuric acid at 140℃; for 1h; | 91% |
Conditions | Yield |
---|---|
With chlorine; cast iron | 90% |
With antimonypentachloride at 200℃; durch Einleiten von Chlor; | |
With sulfuric acid; iodine; chlorine |
Conditions | Yield |
---|---|
With chlorosulphuric acid at 180℃; |
Conditions | Yield |
---|---|
durch Sublimation; | |
at 98℃; | |
bei der Krystallisation aus Benzol oder Chloroform; |
tetrachloro-NN-diethylphthalamic acid
A
tetrachlorophthalic anhydride
B
4,5,6,7-tetrachloro-3-diethylamino-3-hydroxyphthalide
Conditions | Yield |
---|---|
recrystallisation; |
naphthalene-tetrachlorophthalic anhydride
A
naphthalene
B
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
hexamethylbenzene*tetrachlorophtalic anhydride
A
Hexamethylbenzene
B
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
tetrachloro-phthalic acid-anhydride; compound with phenanthrene
A
phenanthrene
B
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
1:1 anthracene-tetrachlorophthalic anhydride
A
anthracene
B
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
tetrachloro-phthalic acid-anhydride; compound with acenaphthene
A
tetrachlorophthalic anhydride
B
acenaphthene
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
Conditions | Yield |
---|---|
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH; |
phthalic anhydride
antimonypentachloride
chlorine
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
at 200℃; |
phthalic anhydride
sulfuric acid
iodine
chlorine
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
at 50 - 60℃; schliesslich bis 200grad; |
Conditions | Yield |
---|---|
at 180℃; |
sulfuric acid
2,3,4,5-tetrachloro-6-(2,4-dihydroxy-benzoyl)-benzoic acid
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
at 100℃; |
2,3,4,5-tetrachloro-6-(3,5-dibromo-2,4-dihydroxy-benzoyl)-benzoic acid
A
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
Zerfaellt beim Erhitzen auf den Schmelzpunkt; |
2,3,4,5-tetrachloro-6-(2,4-dihydroxy-benzoyl)-benzoic acid
A
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
Zerfaellt beim Erhitzen auf den Schmelzpunkt; |
Perchlor-bicyclo<4.2.0>octatrien-(1.5.7)
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / conc. H2SO4 / 12 h / Ambient temperature 2: 68 percent / dimethylsulfoxide / 48 h / 100 °C 3: 91 percent / conc. H2SO4 / 1 h / 140 °C View Scheme |
2,3,4,5,7,8-Hexachlorbicyclo<4.2.0>octa-1,3,5-trien-7,8-diylsulfat
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / dimethylsulfoxide / 48 h / 100 °C 2: 91 percent / conc. H2SO4 / 1 h / 140 °C View Scheme |
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; urea for 0.00833333h; microwave irradiation; | 100% |
With formamide In neat (no solvent) for 0.25h; Reagent/catalyst; Milling; Heating; Green chemistry; | 97% |
With choline chloride; urea at 140℃; for 1h; Green chemistry; | 97% |
Conditions | Yield |
---|---|
under 750.06 Torr; Condensation; solid-gas reaction; ring cleavage; | 100% |
D-ribo-phytosphingosine
tetrachlorophthalic anhydride
(2S,3S,4R)-2-(tetrachlorophthalimido)-octadecan-1,3,4-triol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 150℃; for 0.166667h; Inert atmosphere; | 100% |
In N,N-dimethyl-formamide at 150℃; for 0.0833333h; Inert atmosphere; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 99% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 99% |
tetrachlorophthalic anhydride
N-hydroxy-3,4,5,6-tetrachlorophthalimide
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride for 0.00833333h; microwave irradiation; | 99% |
With pyridine; hydroxylamine hydrochloride at 130℃; for 4h; | 80% |
With pyridine; hydroxylamine hydrochloride for 8h; Reflux; | 68% |
Multi-step reaction with 2 steps 1: water; hydroxylamine View Scheme | |
With pyridine; hydroxylamine hydrochloride for 4h; Heating; Inert atmosphere; |
tetrachlorophthalic anhydride
Conditions | Yield |
---|---|
In tetrahydrofuran tetrachlorophthalic anhydride in THF was added dropwise to a soln. of complex in THF at -50°C, stirred for 45 min, warmed to 25°C and stirred for 2 h; volatiles were removed in vac.; as oil; elem. anal.; | 99% |
tetrachlorophthalic anhydride
4-[2-(3,4-dimethoxyphenyl)ethyl]aniline
3,4,5,6-tetrachloro-N-(4-[2-(3,4-dimethoxyphenyl)ethyl]phenyl)phthalimide
Conditions | Yield |
---|---|
at 200℃; for 1h; Neat (no solvent); | 99% |
at 200℃; Neat (no solvent); |
tetrachlorophthalic anhydride
5-amino-1-(6-phenyl-pyridazin-3-yl)-1H-pyrazole-4-carboxylic acid hydrazide
Conditions | Yield |
---|---|
With acetic acid for 3h; Reflux; | 98.93% |
tetrachlorophthalic anhydride
4-amino-n-butyric acid
4-(4,5,6,7-Tetrachloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid
Conditions | Yield |
---|---|
With acetic acid at 100℃; for 3h; | 98.7% |
tetrachlorophthalic anhydride
aniline
4,5,6,7-tetrachloro-2-phenylphthalimide
Conditions | Yield |
---|---|
With cetyltrimethylammonim bromide In acetic acid at 120℃; | 98.2% |
With acetic acid | 88% |
With acetic acid for 5h; Reflux; | 73% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 98% |
tetrachlorophthalic anhydride
glycine tert-butyl ester hydrochloride
TCP-Gly-OBu-t
Conditions | Yield |
---|---|
Stage #1: tetrachlorophthalic anhydride; glycine tert-butyl ester hydrochloride With triethylamine In dichloromethane for 22h; Heating; Stage #2: With pyridine; acetic anhydride In dichloromethane for 2.5h; Heating; | 98% |
tetrachlorophthalic anhydride
(2R)-2-amino-4-tert-butoxy-4-oxobutanoic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 98% |
tetrachlorophthalic anhydride
N-butylamine
4,5,6,7-tetrachloro-N-butylphthalimide
Conditions | Yield |
---|---|
In toluene for 12h; Heating; | 98% |
tetrachlorophthalic anhydride
3-{2-[2-(trifluoromethyl)phenyl]ethyl}aniline
4,5,6,7-tetrachloro-N-{3-[2-(2-trifluoromethylphenyl)ethyl]phenyl}phthalimide
Conditions | Yield |
---|---|
at 160℃; for 1h; Neat (no solvent); | 98% |
tetrachlorophthalic anhydride
1-(4-aminophenyl)-2-(3,4,5-trimethoxyphenyl)ethane
Conditions | Yield |
---|---|
for 1h; Heating; | 98% |
tetrachlorophthalic anhydride
sulfanilamide
4-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 2h; | 98% |
With acetic acid for 24h; Reflux; |
tetrachlorophthalic anhydride
4-(2-aminoethyl)benzenesulfonamide
4-(2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)ethyl)benzenesulfonamide
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 1.5h; Inert atmosphere; | 98% |
With acetic acid for 12h; Reflux; |
Conditions | Yield |
---|---|
With benzoic acid at 160 - 220℃; for 6.5h; Inert atmosphere; | 98% |
tetrachlorophthalic anhydride
3,4,6-trichlorophthalic acid
Conditions | Yield |
---|---|
With hydrogenchloride; aq. NaOH; zinc In water; ethyl acetate | 97.8% |
With sodium hydroxide; zinc at 65℃; | 96.7% |
With sodium hydroxide; zinc at 65℃; Product distribution; various conditions; | |
With sodium hydroxide; zinc |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 97% |
In acetic acid 20 deg C, 30 min; 120 deg C, 6-8 h; | 85% |
tetrachlorophthalic anhydride
L(+)-2-(tetrachlorophtalimido)propionic acid
Conditions | Yield |
---|---|
With triethylamine In toluene Heating; | 97% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 97% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 97% |
4-homosulfanilamide
tetrachlorophthalic anhydride
4-((4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)methyl)benzenesulfonamide
Conditions | Yield |
---|---|
With acetic acid for 24h; Reflux; | 97% |
6-amino-1-hexanol
tetrachlorophthalic anhydride
6-tetrachlorophthalimido-hexan-1-ol
Conditions | Yield |
---|---|
at 140℃; for 2h; | 97% |
Conditions | Yield |
---|---|
With acetic acid for 4h; Reflux; | 97% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 96% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Microwave irradiation; | 96% |
The Tetrachlorophthalic anhydride, with the cas registry number 117-08-8, has the IUPAC name of 4,5,6,7-tetrachloro-2-benzofuran-1,3-dione. And its product categories are including Intermediates of Dyes and Pigments; Phthalic Acids, Esters and Derivatives; Organics; Anhydride Monomers; Monomers; Polymer Science. This is a kind of white needle-like crystals or powder with no odour, and it is soluble in dioxane while insoluble in ether. Being sensitive to moisture, it is stable chemically but incompatible with strong oxidizing agents.
The characteristics of Tetrachlorophthalic anhydride are as follows:
(1)ACD/LogP: 3.56; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.56; (4)ACD/LogD (pH 7.4): 3.56; (5)ACD/BCF (pH 5.5): 297.44; (6)ACD/BCF (pH 7.4): 297.44; (7)ACD/KOC (pH 5.5): 2051.46; (8)ACD/KOC (pH 7.4): 2051.46; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 43.37; (13)Index of Refraction: 1.656; (14)Molar Refractivity: 55.26 cm3; (15)Molar Volume: 150.3 cm3; (16)Polarizability: 21.9 ×10-24 cm3; (17)Surface Tension: 67.9 dyne/cm; (18)Density: 1.901 g/cm3; (19)Flash Point: 161.6 °C; (20)Enthalpy of Vaporization: 61.8 kJ/mol; (21)Boiling Point: 371 °C at 760 mmHg; (22)Vapour Pressure: 1.06E-05 mmHg at 25°C; (23)Exact Mass: 285.857205; (24)MonoIsotopic Mass: 283.860155; (25)Topological Polar Surface Area: 43.4; (26)Heavy Atom Count: 15; (27)Formal Charge: 0; (28)Complexity: 291.
Preparation of Tetrachlorophthalic anhydride:
As to its production method, there are one simple way to get it. The method: phthalic anhydride could react in fuming nitric acid with chlorine to produce this chemical. And as to its usage, it has a variety of applications. It could be used as responsetype fire retardant and also in polyester and epoxy resin; It could as used as the intermediate of pesticide, dye, medicine, fire resistant coating and other organic synthesis.
Safety information of Tetrachlorophthalic anhydride:
When you are dealing with this chemical, you should be very cautious. For one thing, it is harmful which may cause damage to health. It may cause sensitisation by inhalation or by skin contact, and it has the risk of serious damage to eyes. For anther thing, it is dangerous for the environment which may present an immediate or delayed danger to one or more components of the environment. Being very toxic to aquatic organisms, it may cause long-term adverse effects in the aquatic environment. In addition, it is toxic that may at low levels cause damage to health. It will cause cancer.
Due to so many dangers, you should be required to take the following measures to protect yourself. Wear suitable gloves and eye/face protection and then avoid contacting with skin. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Or if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Besides, avoid exposure - obtain special instructions before use. While keeping this chemical, this material and its container must be disposed of as hazardous waste, and then remember to avoid releasing to the environment. You could also refer to special instructions/safety data sheet.
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)C(=O)OC2=O
(2)InChI: InChI=1S/C8Cl4O3/c9-3-1-2(8(14)15-7(1)13)4(10)6(12)5(3)11
(3)InChIKey: AUHHYELHRWCWEZ-UHFFFAOYSA-N.
Below are the toxicity information of Tetrachlorophthalic anhydride:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | National Toxicology Program Technical Report Series. Vol. NIH-93-3351, | |
rat | LC | inhalation | > 3600mg/m3/4H (3600mg/m3) | National Toxicology Program Technical Report Series. Vol. NIH-93-3351, | |
rat | LD50 | oral | > 15800mg/kg (15800mg/kg) | National Toxicology Program Technical Report Series. Vol. NIH-93-3351, |
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