2-Amino-4-nitroanisole 2-Amino-4-nitroanisole

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:99-59-2

MDL number:MFCD00007261

EINECS number:202-770-5

RTECS number:BZ7175000

BRN number:879620

PubChem number:24849912

Physical property data

1. Properties: Orange-red needle-shaped crystals.

2. Density (g/mL, 20℃): 1.2068

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 117-119

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC, kPa): Undetermined

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7. Refractive index: Undetermined

8. Flash point (ºC): Undetermined

9. Specific rotation (º): Undetermined

10. Autoignition point or ignition temperature (ºC): Not determined

11. Vapor pressure (mmHg, 20.2ºC): Not determined

12. Saturated vapor pressure (kPa, ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) distribution coefficient: Undetermined

17. Explosion upper limit (%, V /V): Undetermined

18. Lower explosion limit (%, V/V): Undetermined

19. Solubility: Easily soluble in acetone, methanol, ethanol, benzene, Ethyl acetate, etc. Insoluble in petroleum ether.

Toxicological data

1. Acute toxicity: Rat oral LD5O: 2250mg/kg

Mouse oral LD5O: 1060mg/kg

Ecological data

This substance is slightly hazardous to water.

Molecular structure data

1. Molar refractive index: 43.71

2. Molar volume (cm³/mol): 127.5

3. Isotonic specific volume (90.2K ): 345.2

4. Surface tension (dyne/cm): 53.6

5. Dielectric constant:

6. Dipole moment (10^-24cm³):

7. Polarizability��17.32

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 4

4. Number of rotatable chemical bonds: 1

5. Number of tautomers: none

6. Topological molecule polar surface area 81.1

7. Number of heavy atoms: 12

8. Surface charge: 0

9. Complexity: 169

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

Avoid contact with strong oxidizing agents.

Storage method

Store in a cool, ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. The packaging is sealed. should be kept away from oxidizer, do not store together. Equipped with the appropriate variety and quantity of fire equipment. Suitable materials should be available in the storage area to contain spills.

Synthesis method

It is obtained by methoxylation and reduction of 2,4-dinitrochlorobenzene. 1. Methoxylation Add molten 2,4-dinitrochlorobenzene to the reaction pot, and then add methanol. Heat to about 40°C, add 30% sodium hydroxide solution quickly and then slowly within 4 hours, and control the temperature at 58-60°C. The reaction reaches the end point when the phenolphthalein test paper shows an orange-red color to the feed liquid, and 2,4-dinitroanisole is obtained with a yield of 95%. 2. Reduction: Cool the above methoxylation product to 30°C, add 18% sodium disulfide solution quickly and then slowly within 4 hours, and the reaction temperature gradually increases from 30°C to 50°C. After adding, keep it warm at 50-55℃ for half an hour. After the reaction is completed, cool to 20°C, press filter, wash and dry to obtain 2-methoxy-5-nitroaniline. The yield is 76%.

Purpose

Used as dyes, pigments and organic synthesis intermediates