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| CAS No.: | 86-90-8 |
|---|---|
| Name: | 4-Bromophthalic anhydride |
| Molecular Structure: | |
|
|
|
| Formula: | C8H3BrO3 |
| Molecular Weight: | 227.014 |
| Synonyms: | Phthalicanhydride, 4-bromo- (6CI,7CI,8CI);4-Bromo-1,2-benzenedicarboxylic anhydride;5-Bromo-1,3-isobenzofurandione;1,3-Isobenzofurandione,5-bromo-; |
| EINECS: | 201-707-9 |
| Density: | 1.911 |
| Melting Point: | 107 °C |
| Boiling Point: | 361.8 °C at 760 mmHg |
| Flash Point: | 172.6 °C |
| Appearance: | off-white to white powder |
| Hazard Symbols: |
 C
|
| Risk Codes: | R36/37/38 |
| Safety: | S26; S36/37/39 |
| PSA: | 43.37000 |
| LogP: | 1.75970 |
| 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% |
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Molecular Structure of 4-Bromophthalic anhydride (CAS NO.86-90-8):
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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: .gif){kind=small}
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.
