1,4-Dihydroxyanthraquinone 1,4-Dihydroxyanthraquinone

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:81-64-1

MDL number:MFCD00001209

EINECS number:201-368-7

RTECS number:CB6600000

BRN number:1914036

PubChem number:24863338

Physical property data

1. Properties: What is precipitated from acetic acid and ether is orange crystal, while what is precipitated from alcohol, benzene and toluene is dark red needle crystal.

2. Density (g/mL, 25/4℃): Uncertain

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

4. Melting point (ºC): 200~202 (precipitated from acetic acid), 196 (precipitated from ethanol).

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

6. Boiling point (ºC, 5.2kPa): Uncertain

7. Refractive index: Uncertain

8. Flash point (ºC): Uncertain

9. Specific rotation (º): Uncertain

10. Autoignition point or ignition Combustion temperature (ºC): Uncertain

11. Vapor pressure (kPa, 25ºC): Uncertain

12. Saturated vapor pressure (kPa, 60ºC): Uncertain

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

14. Critical temperature (ºC): Uncertain

15. Critical pressure (KPa): Uncertain

16. The logarithmic value of the oil-water (octanol/water) partition coefficient: Uncertain

17. The upper limit of explosion (%, V/V): Uncertain

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

19. Solubility: Slightly soluble in water, soluble in concentrated sulfuric acid, sodium hydroxide solution, chlorobenzene, toluene, xylene , Dichlorobenzene, it is red when soluble in alcohol, brown and yellow fluorescent when soluble in ether, purple when soluble in alkali and ammonia. It forms a black precipitate when exposed to carbon dioxide, and 1g can be dissolved in 13g of boiling glacial acetic acid. Can be sublimated.

Toxicological data

1. Acute toxicity

Rat caliber LD:>5 mg/kg; rat abdominal LD50: 2100 mg/kg;

Mouse caliber LD:>10 mg /kg; mouse intravenous LD50: 320 mg/kg;

2. Teratogenicity

Salmonella: 100ug/plate

3. Neurotoxicity

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Rabbit eye test: 500mg/24H

Ecological data

None yet

Molecular structure data

1. Molar refractive index: 62.43

2. Molar volume (cm³/mol): 155.9

3. Isotonic specific volume (90.2K ): 465.2

4.   Surface tension (dyne/cm): 79.2

5. Polarizability (10^-24cm³): 24.74

Compute chemical data

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

2. Number of hydrogen bond donors: 2

3. Number of hydrogen bond acceptors: 4

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: 8

6. Topological molecule polar surface area 74.6

7. Number of heavy atoms: 18

8. Surface charge: 0

9. Complexity: 342

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

1. What precipitates from acetic acid is orange crystal with a melting point of 200-203°C. Those that precipitate from diethyl ether are orange flake crystals. Those precipitated from ethanol, benzene, toluene and xylene are dark red needle crystals with a melting point of 196°C. Slightly soluble in water; soluble in concentrated sulfuric acid, sodium hydroxide solution, chlorobenzene, toluene, xylene, dichlorobenzene; soluble in appropriate amounts in ethanol, showing red color; soluble in ether, showing brown color and showing yellow fluorescence; soluble in caustic alkali solution and Ammonia is purple in color. It produces black precipitate when exposed to carbon dioxide, and 1g can be dissolved in about 13g of boiling glacial acetic acid. Can sublimate in high vacuum.

2.The toxicity of this product is similar to that of anthraquinone. The flame is corrosive when burning. Can cause allergies to skin. Operators should wear protective equipment. Rinse with plenty of water when in contact with skin. See anthraquinone.
　

Storage method

Keep sealed in a cool place. Packed in iron drums lined with plastic bags. Net weight per barrel is 20~50kg. Store in a dry and ventilated place. Should be protected from sun and moisture. Store and transport according to dangerous goods regulations.

Synthesis method

Phthalic anhydride and hydroquinone are condensed in concentrated sulfuric acid in the presence of boric acid, and then diluted, washed, neutralized, oxidized and filtered to obtain the finished product. Raw material consumption quota: hydroquinone 550kg/t, phthalic anhydride 1280kg/t, boric acid 550kg/t, sulfuric acid 4300kg/t.

Purpose

This product is an important dye intermediate. It is dispersed brown GL (C.I.58050). Used to produce dispersed blue SR, dispersed blue B, dispersed dark blue RB, dispersed blue H3R, dispersed blue 5R, dispersed blue FFR, dispersed dye orange GL, transparent blue, reduced gray BG, reduced brown BR, etc.; can also be used to produce weak acid brilliants Blue RAW, weak acid green GS, weak acid bright yellow G, weak acid brilliant blue RAW, acid green P-3B, acid medium gray BS, acid anthraquinone blue R and intermediates used to produce intermediate 1,4-diaminoanthraquinone dye intermediates. 1,4-dihydroxyanthraquinone-2-sulfonic acid can be obtained by sulfonation of 1,4-dihydroxyquinone.