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Basic Information
CAS No.: 81-86-7
Name: 4-Bromo-1,8-naphthalic anhydride
Article Data: 40
Molecular Structure:
Molecular Structure of 81-86-7 (4-Bromo-1,8-naphthalic anhydride)
Formula: C12H5BrO3
Molecular Weight: 277.074
Synonyms: Naphthalicanhydride, 4-bromo- (6CI,7CI,8CI);4-Bromo-1,8-naphthalenedicarboxylicanhydride;4-Bromo-1,8-naphthalicanhydride;4-Bromonaphthalene-1,8-dicarboxylicacid anhydride;4-Bromonaphthalic anhydride;
EINECS: 201-382-3
Density: 1.812 g/cm3
Melting Point: 217-219 °C(lit.)
Boiling Point: 467.2 °C at 760 mmHg
Flash Point: 236.3 °C
Appearance: White to yellow solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 43.37000
LogP: 2.91290
Synthetic route
81-84-5

1,8-Naphthalic anhydride

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
Stage #1: 1,8-Naphthalic anhydride With bromine; potassium hydroxide In water at 0 - 60℃; for 18h;
Stage #2: With sulfuric acid In water at 20℃; Reflux;
94%
With bromine; potassium hydroxide In water at 60℃; for 6h;80%
With bromine; potassium hydroxide In water at 60℃; for 6h;77%
2051-98-1

5-bromoacenaphthene

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
With sodium dichromate In water; acetic acid for 12h; Oxidation; Heating;80%
With sodium dichromate; acetic acid for 5h; Reflux;80%
With sodium dichromate; acetic acid for 3h; Reflux;80%
75839-72-4

7-bromophenalenone

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
With chromium(VI) oxide In acetic acid at 80℃; for 1h;13%
26848-63-5

4-sulfo-naphthalene-1,8-dicarboxylic acid

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
With phosphorus pentabromide at 190 - 200℃;
7267-05-2

4-bromo-naphthalene-1,8-dicarboxylic acid

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
With acetic anhydride
2051-98-1

5-bromoacenaphthene

7664-93-9

sulfuric acid

chromic acid

chromic acid

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

2051-98-1

5-bromoacenaphthene

64-19-7

acetic acid

chromic acid

chromic acid

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

25132-44-9

1,5-dibromo-acenaphthene

Na2Cr2O7

Na2Cr2O7

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

26254-35-3

5-bromoacenaphthylene-1,2-dione

7664-93-9

sulfuric acid

NaN3

NaN3

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

64-17-5

ethanol

26254-35-3

5-bromoacenaphthylene-1,2-dione

7664-93-9

sulfuric acid

NaN3

NaN3

A

81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

B

4-bromo-naphthalene-1,8-dicarboxylic acid imide

4-bromo-naphthalene-1,8-dicarboxylic acid imide

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Chemistry

 
Systematic Name: 6-Bromo-1H,3H-benzo[de]isochromene-1,3-dione 
Molecular Formula: C12H5BrO3
Molecular Weight: 277.07 g/mol
Canonical SMILES: O=C1OC(=O)c2c3c(c(ccc13)Br)ccc2
InChI: InChI=1/C12H5BrO3/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(14)16-12(8)15/h1-5H
EINECS: 201-382-3
Product Categories: Anhydride Monomers; Monomers; Polymer Science
XLogP3-AA: 3.2    
H-Bond Acceptor: 3
Surface Tension: 68 dyne/cm 
Density: 1.812 g/cm3 
Flash Point: 236.3 °C 
Enthalpy of Vaporization: 72.91 kJ/mol 
Boiling Point: 467.2 °C at 760 mmHg 
Melting Point: 217-219 °C(lit.)
Vapour Pressure of 4-Bromo-1,8-naphthalic anhydride (CAS NO.81-86-7): 6.66E-09 mmHg at 25 °C

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany of 4-Bromo-1,8-naphthalic anhydride (CAS NO.81-86-7): 3

Specification

 4-Bromo-1,8-naphthalic anhydride (CAS NO.81-86-7), its Synonyms are 6-Bromo-1H,3H-naphtho(1,8-cd)pyran-1,3-dione ; 4-Bromo-1,8-naphthalic anhydride ; 7-Bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione .