Product Name

  • Name

    4-Bromophthalic anhydride

  • EINECS 201-707-9
  • CAS No. 86-90-8
  • Article Data27
  • CAS DataBase
  • Density 1.911
  • Solubility
  • Melting Point 107 °C
  • Formula C8H3BrO3
  • Boiling Point 361.8 °C at 760 mmHg
  • Molecular Weight 227.014
  • Flash Point 172.6 °C
  • Transport Information
  • Appearance off-white to white powder
  • Safety S26; S36/37/39
  • Risk Codes R36/37/38
  • Molecular Structure Molecular Structure of 86-90-8 (4-Bromophthalic anhydride)
  • Hazard Symbols CorrosiveC
  • Synonyms Phthalicanhydride, 4-bromo- (6CI,7CI,8CI);4-Bromo-1,2-benzenedicarboxylic anhydride;5-Bromo-1,3-isobenzofurandione;1,3-Isobenzofurandione,5-bromo-;
  • PSA 43.37000
  • LogP 1.75970

Synthetic route

4-bromophthalic acid
6968-28-1

4-bromophthalic acid

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
With acetic anhydride for 2h; Heating;97%
With acetic anhydride at 140℃; for 2h;84%
With acetic anhydride at 140℃; for 2h;84%
5-Bromoisoindoline-1,3-dione
6941-75-9

5-Bromoisoindoline-1,3-dione

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
With urea at 140℃; for 0.333333h;87%
phthalic anhydride
85-44-9

phthalic anhydride

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
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
118728-51-1, 145551-79-7

5-brom-7-oxa-bicyclo<2.2.1>hept-5-en-2-exo,3-cis-dicarbonsaeureanhydrid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

acetic acid
64-19-7

acetic acid

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-bromo-o-xylene
583-71-1

4-bromo-o-xylene

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
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
68837-59-2

4-bromo-2-methylbenzoic acid

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkaline potassium permanganate
2: durch Destillation
View Scheme
4-bromo-2-methylbenzonitrile
67832-11-5

4-bromo-2-methylbenzonitrile

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: alcoholic NaOH-solution
2: alkaline potassium permanganate
3: durch Destillation
View Scheme
4-Bromo-2-methylaniline
583-75-5

4-Bromo-2-methylaniline

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
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
4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

Conditions
ConditionsYield
With bromine In chlorobenzene
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

6-bromo-2,3-dihydrophthalazine-1,4-dione
76240-49-8

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

Conditions
ConditionsYield
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
394248-90-9

3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)aniline

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

5-bromo-2-[3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-isoindole-1,3-dione
515877-85-7

5-bromo-2-[3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With EDC resin In dichloromethane for 12h;100%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-bromo-2-(hydroxymethyl)benzyl alcohol
171011-37-3

4-bromo-2-(hydroxymethyl)benzyl alcohol

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

5-aminoisophthalic acid
99-31-0

5-aminoisophthalic acid

C16H8BrNO6

C16H8BrNO6

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

5-Bromoisoindoline-1,3-dione
6941-75-9

5-Bromoisoindoline-1,3-dione

Conditions
ConditionsYield
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
86-90-8

4-bromophthalic anhydride

hexan-1-amine
111-26-2

hexan-1-amine

5-bromo-2-hexylisoindoline-1,3-dione
299963-46-5

5-bromo-2-hexylisoindoline-1,3-dione

Conditions
ConditionsYield
In toluene for 18h; Reflux;99%
With propionic acid at 130℃; for 72h;96%
With acetic acid for 4h;
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

sulfanilamide
63-74-1

sulfanilamide

C14H9BrN2O4S

C14H9BrN2O4S

Conditions
ConditionsYield
With acetic acid for 19h; Reflux;97%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

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

4-amino-n-butyric acid

4-(5-bromo-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid
299964-12-8

4-(5-bromo-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid

Conditions
ConditionsYield
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
86-90-8

4-bromophthalic anhydride

methylamine
74-89-5

methylamine

5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione
90224-73-0

5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-hydroxyphthalic acid
610-35-5

4-hydroxyphthalic acid

Conditions
ConditionsYield
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
86-90-8

4-bromophthalic anhydride

benzylamine
100-46-9

benzylamine

2-benzyl-5-bromoisoindoline-1,3-dione
82104-06-1

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

Conditions
ConditionsYield
95%
With acetic acid at 130℃; for 4h; Inert atmosphere;89%
With acetic acid at 130℃; for 4h; Inert atmosphere;89%
56%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

2-amino-5-styryl-1,3,4-thiadiazole
28004-54-8

2-amino-5-styryl-1,3,4-thiadiazole

C18H10BrN3O2S

C18H10BrN3O2S

Conditions
ConditionsYield
With acetic acid at 120℃; Molecular sieve;95%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

N,N-diethylaniline
93-05-0

N,N-diethylaniline

5-bromo-2-(4-(diethylamino)phenyl)isoindoline-1,3-dione

5-bromo-2-(4-(diethylamino)phenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
In acetic acid at 118℃;95%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

rac-α-aminoglutarimide hydrochloride
24666-56-6

rac-α-aminoglutarimide hydrochloride

5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
26166-92-7

5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione

Conditions
ConditionsYield
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;
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

aniline
62-53-3

aniline

5-bromo-2-phenylisoindoline-1,3-dione
82104-66-3

5-bromo-2-phenylisoindoline-1,3-dione

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

C14H15BO5
849677-21-0

C14H15BO5

Conditions
ConditionsYield
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dimethyl sulfoxide at 80℃; for 10h;92%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

acetylene
74-86-2

acetylene

5,5'-(ethyne-1,2-diyl)bis(isobenzofuran-1,3-dione)
129808-00-0

5,5'-(ethyne-1,2-diyl)bis(isobenzofuran-1,3-dione)

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-bromo-aniline
106-40-1

4-bromo-aniline

5-bromo-2-(4-bromophenyl)isoindoline-1,3-dione

5-bromo-2-(4-bromophenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 30h;92%
With acetic acid Reflux;82%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

5-bromo-2-(4-methoxyphenyl)isoindoline-1,3-dione
82104-71-0

5-bromo-2-(4-methoxyphenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid at 120℃; Molecular sieve;91%
With acetic acid at 120℃; for 1h; Molecular sieve; Microwave irradiation;80%
67%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

isopropylamine
75-31-0

isopropylamine

5-bromo-2-isopropylisoindoline-1,3-dione
351996-68-4

5-bromo-2-isopropylisoindoline-1,3-dione

Conditions
ConditionsYield
With isoquinoline In 3-methyl-phenol at 20 - 200℃; for 10h; Inert atmosphere;91%
With acetic acid for 1.5h; Inert atmosphere; Reflux;80%
methanol
67-56-1

methanol

4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-bromophthalic Acid Dimethyl Ester
87639-57-4

4-bromophthalic Acid Dimethyl Ester

Conditions
ConditionsYield
With sulfuric acid at 80℃; for 16h;90%
With sulfuric acid
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

3-aminopentane
616-24-0

3-aminopentane

4-bromo-2-(1-ethylpropyl)phthalimide

4-bromo-2-(1-ethylpropyl)phthalimide

Conditions
ConditionsYield
In acetic acid at 120 - 180℃; for 0.333333h; Microwave irradiation; Sealed tube;90%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

sodium methylate
124-41-4

sodium methylate

4-methoxyphthalic acid
1885-13-8

4-methoxyphthalic acid

Conditions
ConditionsYield
With Methyl formate; copper(l) chloride In methanol at 150℃; for 16h; Inert atmosphere;90%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

diphenyl acetylene
501-65-5

diphenyl acetylene

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

3-bromo-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;90%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

(+/-)-α-aminoglutarimide
2353-44-8

(+/-)-α-aminoglutarimide

5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
26166-92-7

5-bromo-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione

Conditions
ConditionsYield
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%
4-bromophthalic anhydride
86-90-8

4-bromophthalic anhydride

4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

5-bromo-2-(4-(trifluoromethyl)phenyl)isoindoline-1,3-dione

5-bromo-2-(4-(trifluoromethyl)phenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
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
86-90-8

4-bromophthalic anhydride

n-butylguanidine hydrochloride
19341-56-1

n-butylguanidine hydrochloride

2,2'-((butylimino)methylene)bis(5-bromoisoindoline-1,3-dione)

2,2'-((butylimino)methylene)bis(5-bromoisoindoline-1,3-dione)

Conditions
ConditionsYield
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%

4-Bromophthalic anhydride Chemical Properties

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

4-Bromophthalic anhydride Safety Profile

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 Specification

 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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