1,8-naphthalene lactimide Benzo[cd]indol-2(1H)-one

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:130-00-7

MDL number:MFCD00009748

EINECS number:204-973-4

RTECS number:DE3202000

BRN number:None

PubChem number:24860382

Physical property data

1. Properties: fine needle crystals

2. Melting point (℃): 181

3. Solubility: soluble in boiling water, insoluble in ether.

Toxicological data

1. Acute toxicity: unknown mammalian LD5O: 2700mg/kg

Mouse oral LD5O: 1gm/kg

2. Other multiple dose toxicity: rat oral TDLO: 4200mg/kg/14D-I

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 50.52

2. Molar volume (cm³/mol): 127.4

3. Isotonic specific volume (90.2K ): 350.7

4. Surface tension (dyne/cm): 57.3

5. Polarizability (10^-24cm³): 20.02

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 2.1

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 1

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 2

6. Topological molecule polar surface area 29.1

7. Number of heavy atoms: 13

8. Surface charge: 0

9. Complexity: 238

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

None yet

Storage method

None yet

Synthesis method

Derived from rearrangement of 1,8-naphthalenedicarboximide. Add water, sodium hydroxide solution and caustic potassium solution to the reaction pot, add sodium hypochlorite and diffusing agent NNO while stirring, add 1,8-naphthalenedicarboximide at 30°C, and keep it at 28-30°C for 2.5 hours. Maintain an excess of sodium hypochlorite during the reaction. After the heat preservation is completed, use sodium bisulfite to eliminate excess sodium hypochlorite, and use hydrochloric acid to adjust to 9.5-10. Filter out the unreacted naphthalene diimide, and precipitate the filtrate with hydrochloric acid until the pH is 2-3 at a temperature below 40°C. Heat to 80-85°C, keep warm for half an hour, and close the loop. Cool to 60°C, filter and wash to obtain 1,8-naphthalene lactimide.

Purpose

Dye intermediates. Used to synthesize perylene dyes and pigments, such as reduced gray BG, reduced brilliant orange 3RK, soluble anthracene brilliant orange IRK, etc.