4-Amino-1,8-naphthalic anhydride Chemical Properties

Melting point:

360 °C

Boiling point:

501.4±33.0 °C(Predicted)

Density 

1.105 g/mL at 25 °C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

pka

1.15±0.20(Predicted)

form 

powder

Appearance

Yellow to brown Solid

InChI

InChI=1S/C12H7NO3/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(14)16-12(8)15/h1-5H,13H2

InChIKey

QIXHMCMCFSNKOG-UHFFFAOYSA-N

SMILES

C1(=O)OC(=O)C2=CC=C(N)C3=C2C1=CC=C3

CAS DataBase Reference

6492-86-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

45-20/21/22-36/37/38

Safety Statements 

53-22-26-36/37/39-45

WGK Germany 

3

RTECS 

DE4081000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

4-Amino-1,8-naphthalic anhydride Usage And Synthesis

Synthesis

4-Azido-1,8-naphthalenedicarboxylic anhydride (CAS:1262149-88-1, 1.8 g, 7.6 mmol) was used as a raw material and dissolved in 100 mL of acetonitrile. Subsequently, sodium sulfide (6.5 g, 41 mmol) was added to the solution. The reaction mixture was heated to 60 °C and maintained at this temperature for 10 hours. After completion of the reaction, the mixture was cooled to room temperature and then slowly poured into ice water. The precipitate was collected by filtration and dried under vacuum to afford the target product 4-amino-1,8-naphthalenedicarboxylic anhydride as a yellow solid (1.3 g) in 80% yield.

References

[1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 13, p. 3931 - 3935
[2] RSC Advances, 2018, vol. 8, # 21, p. 11419 - 11423
[3] Patent: CN108069967, 2018, A. Location in patent: Paragraph 0011; 0048; 0051; 0052
[4] Journal of Molecular Structure, 2015, vol. 1102, p. 197 - 202
[5] Journal of Materials Chemistry B, 2018, vol. 6, # 18, p. 2860 - 2868

4-Amino-1,8-naphthalic anhydride(6492-86-0)Related Product Information

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• 4-AMINO-3 6-DISULFO-1 8-NAPHTHALIC
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• 4-Amino-1,8-naphthalic anhydride