Conditions | Yield |
---|---|
With acetic anhydride for 2h; Heating; | 97% |
With acetic anhydride at 140℃; for 2h; | 84% |
With acetic anhydride at 140℃; for 2h; | 84% |
Conditions | Yield |
---|---|
With urea at 140℃; for 0.333333h; | 87% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; bromine; sodium hydroxide In water at 45 - 80℃; for 11.7h; Catalytic behavior; Reagent/catalyst; Temperature; | 85.4% |
Stage #1: phthalic anhydride With bromine; sodium hydroxide In water at 90℃; for 6h; Stage #2: With thionyl chloride In water at 0℃; Reflux; | 79% |
Stage #1: phthalic anhydride With bromine; sodium hydroxide In water at 90℃; for 12h; Inert atmosphere; Stage #2: With thionyl chloride for 5h; Reflux; Inert atmosphere; | 71% |
5-brom-7-oxa-bicyclo<2.2.1>hept-5-en-2-exo,3-cis-dicarbonsaeureanhydrid
hydrogen bromide
acetic acid
4-bromophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. KMnO4; Na2CO3; aliquat 336 / 0.75 h / Heating 2: Ac2O / 4 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 67 percent / potassium hydroxide, potassium permanganate / H2O / 7 h 2: Ac2O / 4 h / Heating View Scheme | |
Stage #1: 4-bromo-o-xylene With pyridine; potassium permanganate In water for 24h; Reflux; Stage #2: With acetic anhydride for 22h; Reflux; |
4-bromo-2-methylbenzoic acid
4-bromophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: alkaline potassium permanganate 2: durch Destillation View Scheme |
4-bromo-2-methylbenzonitrile
4-bromophthalic anhydride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcoholic NaOH-solution 2: alkaline potassium permanganate 3: durch Destillation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: durch Austausch von NH2 gegen CN 2: alcoholic NaOH-solution 3: alkaline potassium permanganate 4: durch Destillation View Scheme |
Conditions | Yield |
---|---|
With bromine In chlorobenzene |
4-bromophthalic anhydride
6-bromo-2,3-dihydrophthalazine-1,4-dione
Conditions | Yield |
---|---|
Stage #1: 4-bromophthalic anhydride With acetic acid at 125℃; for 1h; Stage #2: With hydrazine hydrate at 125℃; for 0.5h; | 100% |
Stage #1: 4-bromophthalic anhydride With acetic acid at 125℃; for 1h; Stage #2: With hydrazine hydrate at 125℃; for 0.583333h; | 100% |
Stage #1: 4-bromophthalic anhydride With hydrazine hydrate Inert atmosphere; Stage #2: With hydrogenchloride In water for 24h; Reflux; Inert atmosphere; | 96% |
3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)aniline
4-bromophthalic anhydride
5-bromo-2-[3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-isoindole-1,3-dione
Conditions | Yield |
---|---|
With EDC resin In dichloromethane for 12h; | 100% |
4-bromophthalic anhydride
4-bromo-2-(hydroxymethyl)benzyl alcohol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; zinc(II) chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
With borane-THF In tetrahydrofuran at 0 - 20℃; for 17.5h; | 94% |
Stage #1: 4-bromophthalic anhydride With diisobutylaluminium hydride In toluene at 20℃; under 760.051 Torr; for 1.5h; Cooling with ice; Stage #2: With hydrogenchloride In water; toluene at 0 - 20℃; for 1h; | 91% |
Conditions | Yield |
---|---|
Stage #1: 4-bromophthalic anhydride; 5-aminoisophthalic acid In N,N-dimethyl acetamide at 60 - 100℃; for 1h; Stage #2: With pyridine; acetic anhydride In N,N-dimethyl acetamide for 2h; | 100% |
Conditions | Yield |
---|---|
With formamide at 200℃; for 2h; | 99% |
With choline chloride; urea at 140℃; for 1h; Green chemistry; | 99% |
With formamide for 4h; Reflux; | 94% |
4-bromophthalic anhydride
hexan-1-amine
5-bromo-2-hexylisoindoline-1,3-dione
Conditions | Yield |
---|---|
In toluene for 18h; Reflux; | 99% |
With propionic acid at 130℃; for 72h; | 96% |
With acetic acid for 4h; |
Conditions | Yield |
---|---|
With acetic acid for 19h; Reflux; | 97% |
4-bromophthalic anhydride
4-amino-n-butyric acid
4-(5-bromo-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid
Conditions | Yield |
---|---|
With acetic acid at 100℃; for 3h; | 96.7% |
With triethylamine In toluene for 24h; Reflux; | 68% |
With triethylamine In toluene for 24h; Reflux; |
4-bromophthalic anhydride
methylamine
5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione
Conditions | Yield |
---|---|
With sodium acetate; acetic acid In water for 6h; Inert atmosphere; Reflux; | 96% |
In water; toluene at 130℃; for 12h; Dean-Stark; Inert atmosphere; | 90% |
In water; toluene for 9h; Reflux; | 88% |
Conditions | Yield |
---|---|
Stage #1: 4-bromophthalic anhydride With copper(l) chloride; potassium hydroxide In water; dimethyl sulfoxide at 25℃; for 0.166667h; Inert atmosphere; Stage #2: In water; dimethyl sulfoxide at 130℃; for 24h; Inert atmosphere; Stage #3: With hydrogenchloride In water; dimethyl sulfoxide pH=1 - 2; Reagent/catalyst; Temperature; | 95.3% |
4-bromophthalic anhydride
benzylamine
2-benzyl-5-bromoisoindoline-1,3-dione
Conditions | Yield |
---|---|
95% | |
With acetic acid at 130℃; for 4h; Inert atmosphere; | 89% |
With acetic acid at 130℃; for 4h; Inert atmosphere; | 89% |
56% |
Conditions | Yield |
---|---|
With acetic acid at 120℃; Molecular sieve; | 95% |
Conditions | Yield |
---|---|
In acetic acid at 118℃; | 95% |
4-bromophthalic anhydride
rac-α-aminoglutarimide hydrochloride
5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
Conditions | Yield |
---|---|
With sodium acetate; acetic acid Heating / reflux; | 93% |
With sodium acetate In acetic acid at 20 - 80℃; for 16h; | 92% |
With sodium acetate; acetic acid at 115℃; for 16h; | 91.6% |
With potassium acetate; acetic acid at 90℃; for 12h; | 60% |
With sodium acetate; acetic acid at 120℃; for 5h; |
Conditions | Yield |
---|---|
With acetic acid at 120℃; Molecular sieve; | 92% |
With acetic acid at 120℃; for 1h; Molecular sieve; Microwave irradiation; | 86% |
75% | |
With acetic acid Reflux; | 73% |
Conditions | Yield |
---|---|
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dimethyl sulfoxide at 80℃; for 10h; | 92% |
4-bromophthalic anhydride
acetylene
5,5'-(ethyne-1,2-diyl)bis(isobenzofuran-1,3-dione)
Conditions | Yield |
---|---|
With copper(l) iodide; bis(triphenylylphosphine)palladium(II) dichloride; triethylamine; triphenylphosphine In toluene at 80℃; Temperature; Pressure; Solvent; Time; Neutral conditions; | 92% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In toluene at 80℃; Concentration; Inert atmosphere; Large scale; | 80% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 30h; | 92% |
With acetic acid Reflux; | 82% |
4-bromophthalic anhydride
4-methoxy-aniline
5-bromo-2-(4-methoxyphenyl)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With acetic acid at 120℃; Molecular sieve; | 91% |
With acetic acid at 120℃; for 1h; Molecular sieve; Microwave irradiation; | 80% |
67% |
4-bromophthalic anhydride
isopropylamine
5-bromo-2-isopropylisoindoline-1,3-dione
Conditions | Yield |
---|---|
With isoquinoline In 3-methyl-phenol at 20 - 200℃; for 10h; Inert atmosphere; | 91% |
With acetic acid for 1.5h; Inert atmosphere; Reflux; | 80% |
Conditions | Yield |
---|---|
With sulfuric acid at 80℃; for 16h; | 90% |
With sulfuric acid |
Conditions | Yield |
---|---|
In acetic acid at 120 - 180℃; for 0.333333h; Microwave irradiation; Sealed tube; | 90% |
Conditions | Yield |
---|---|
With Methyl formate; copper(l) chloride In methanol at 150℃; for 16h; Inert atmosphere; | 90% |
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; | 90% |
4-bromophthalic anhydride
(+/-)-α-aminoglutarimide
5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
Conditions | Yield |
---|---|
With sodium acetate; acetic acid at 120℃; for 5h; | 90% |
With sodium acetate; acetic acid at 120℃; for 5h; | 90% |
With sodium acetate; acetic acid Reflux; Inert atmosphere; | 82% |
With sodium acetate; acetic acid at 75℃; for 12h; Inert atmosphere; | 82% |
With triethylamine In acetonitrile at 80℃; for 12h; | 81% |
Conditions | Yield |
---|---|
With acetic acid Reflux; | 88% |
In N,N-dimethyl-formamide at 150℃; for 24h; Inert atmosphere; | 80% |
In N,N-dimethyl-formamide for 24h; Inert atmosphere; Reflux; | 70% |
In N,N-dimethyl-formamide for 24h; Inert atmosphere; Reflux; | 68% |
4-bromophthalic anhydride
n-butylguanidine hydrochloride
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 5h; Reagent/catalyst; Inert atmosphere; | 86% |
Molecular Structure of 4-Bromophthalic anhydride (CAS NO.86-90-8):
IUPAC Name: 5-bromo-2-benzofuran-1,3-dione
Empirical Formula: C8H3BrO3
Molecular Weight: 227.0116
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 43.37 ?2
Index of Refraction: 1.651
Molar Refractivity: 43.37 cm3
Molar Volume: 118.7 cm3
Surface Tension: 62.7 dyne/cm
Density: 1.911 g/cm3
Flash Point: 172.6 °C
EINECS: 201-707-9
Melting Point: 107 °C
Enthalpy of Vaporization: 60.77 kJ/mol
Boiling Point: 361.8 °C at 760 mmHg
Vapour Pressure: 2.02E-05 mmHg at 25°C
InChI
InChI=1/C8H3BrO3/c9-4-1-2-5-6(3-4)8(11)12-7(5)10/h1-3H
Smiles
O1C(c2cc(Br)ccc2C1=O)=O
Product Categories: Phthalic Acids, Esters and Derivatives; Furan&Benzofuran
Safety information of 4-Bromophthalic anhydride (CAS NO.86-90-8):
Hazard Codes: C
Risk Statements:
6/37/38: Irritating to eyes, respiratory system and skin
Safety Statements:
6: 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-Bromophthalic anhydride , with CAS number of 86-90-8, can be called 4-Bromophthalic acid anhydride ; 1,3-Isobenzofurandione,5-bromo- ; Timtec-bb sbb008534 ; 5-Bromo-1,3-isobenzofurandione ; 4-Bromo-1,2-benzenedicarboxylic anhydride . It is an off-white to white powder.
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