1,4-Dihydroxyanthraquinone
- Product Name
- 1,4-Dihydroxyanthraquinone
- CAS No.
- 81-64-1
- Chemical Name
- 1,4-Dihydroxyanthraquinone
- Synonyms
- QUINIZARINE;DSD ACID;QUINIZARIN;Solvent Orange 86;QUINAZARIN;1,4-Dihydroxy-9,10-anthraquinone;1,4-dihydroxyanthracene-9,10-dione;1,4-Doa;CI 58050;1,4-DHAQ
- CBNumber
- CB7730041
- Molecular Formula
- C14H8O4
- Formula Weight
- 240.21
- MOL File
- 81-64-1.mol
1,4-Dihydroxyanthraquinone Property
- Melting point:
- 195-200 °C
- Boiling point:
- 450 °C
- Density
- 1.3032 (rough estimate)
- vapor density
- 8.3 (vs air)
- vapor pressure
- 1 mm Hg ( 196.7 °C)
- refractive index
- 1.5430 (estimate)
- Flash point:
- 222 °C
- storage temp.
- Store below +30°C.
- solubility
- <1g/l
- pka
- pK (18°) 9.51
- Colour Index
- 58050
- form
- powder
- color
- red-brown
- Water Solubility
- <1 g/L (20 ºC)
- Merck
- 14,8064
- BRN
- 1914036
- InChIKey
- GUEIZVNYDFNHJU-UHFFFAOYSA-N
- LogP
- 4.2 at 25℃
- CAS DataBase Reference
- 81-64-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 9,10-Anthracenedione, 1,4-dihydroxy-(81-64-1)
- EPA Substance Registry System
- Quinizarin (81-64-1)
Safety
- Hazard Codes
- Xi,N
- Risk Statements
- 36/37/38-43-50/53
- Safety Statements
- 22-24/25-36/37-26-61-60
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 2
- RTECS
- CB6600000
- TSCA
- Yes
- HS Code
- 2914 69 80
- PackingGroup
- III
- Hazardous Substances Data
- 81-64-1(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: > 5000 mg/kg
N-Bromosuccinimide Price
- Product number
- 8.20259
- Product name
- 1,4-Dihydroxyanthraquinone
- Purity
- for synthesis
- Packaging
- 5G
- Price
- $45.6
- Updated
- 2024/03/01
- Product number
- 8.20259
- Product name
- 1,4-Dihydroxyanthraquinone
- Purity
- for synthesis
- Packaging
- 250g
- Price
- $69.8
- Updated
- 2024/03/01
- Product number
- 37480
- Product name
- 1,4-Dihydroxyanthraquinone
- Purity
- purum, ≥98.0% (HPLC), powder, red-brown
- Packaging
- 50g
- Price
- $54.3
- Updated
- 2023/06/20
- Product number
- 37480
- Product name
- 1,4-Dihydroxyanthraquinone
- Purity
- purum, ≥98.0% (HPLC), powder, red-brown
- Packaging
- 250g
- Price
- $120
- Updated
- 2023/06/20
- Product number
- D0243
- Product name
- Quinizarin
- Purity
- >97.0%(HPLC)
- Packaging
- 25g
- Price
- $96
- Updated
- 2024/03/01
1,4-Dihydroxyanthraquinone Chemical Properties,Usage,Production
Chemical Properties
orange to red-brown crystalline powder
Uses
1,4-Dihydroxyanthraquinone, also known as quinizarin, is of great importance in manufacturing disperse, acid, and vat dyes.
Uses
1,4-Dihydroxyanthraquinone is used to color gasoline and some heating oils. It is used as an intermediate for the synthesis of indanthrene- and alizarin-derived dyes. It is also used to form lake pigments with calcium, barium and lead. It may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging.
Uses
Antioxidant in synthetic lubricants, dyes.
Definition
ChEBI: Quinizarin is a dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups It has a role as a dye.
Manufacturing Process
1,4-Dihydroxyanthraquinone is commonly known as Quinizarin.
(a) Boric acid, boric acid and mercury, boric acid and nitrous acid or nitrous acid and mercury in the presence of Anthracene-9,10-dione with sulfuric acid;
(b) In the presence of boric acid and nitrous acid, treated with sulfuric acid 1-Hydroxyanthracene-9,10-dione or 2-Hydroxyanthracene-9,10-dione,
(c)In the presence of boric acid, treated with sulfuric acid 1-Hydroxy-4-nitroanthracene-9,10-dione or 1,4-Dichloroanthracene-9,10-dione;
(d) in the Boric acid and where did in the presence of sulfuric acid, Phthalic anhydride and 4-Chlorophenol ;or Hydroquinone condensation, closed loop.
Synthesis Reference(s)
Synthesis, p. 633, 1974 DOI: 10.1055/s-1974-23387
Tetrahedron Letters, 28, p. 1533, 1987 DOI: 10.1016/S0040-4039(01)81035-2
General Description
1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation.
Flammability and Explosibility
Non flammable
Safety Profile
Poison by intravenous route. Moderately toxic by intraperitoneal route. Mutation data reported. An eye irritant. A weak allergen. When heated todecomposition it emits acrid smoke and irritating fumes.
Synthesis
At 250 DEG C, heat boric acid 10h, obtain boric acid dehydration compound; Recording boric anhydride in boric acid dehydration compound through ultimate analysis is 99.3%, tetraboric acid 0.7%;In condensation reaction still, add oleum 350kg, phthalic anhydride 120kg, boric acid dehydration compound 40kg, para-chlorophenol 100kg(oleum: phthalic anhydride: metaboric acid: para-chlorophenol=3.5:1.2:0.4:1); Oil bath is warmed up to material 100 DEG C, accurately controls temperature of reaction 100 ~ 105 DEG C, is incubated 0.5 hour; Binder is in the hydrolysis kettle being added with 300L water, and adjustment temperature to 50 DEG C, 50 DEG C of insulations 0.1 hour, discharging press filtration, is washed to neutrality, dries up and obtains 1,4-hydroxyanthraquinone tide product 400.2kg, detect water ratio 54.2%, give money as a gift product 183.3kg, passes through liquid-phase chromatographic analysis, 1, the content of 4-hydroxyanthraquinone reaches 98.74%, dry product purity 97.12%, and yield is 94.1%.
Properties and Applications
orange. Orange red powder. Insoluble in water, soluble in ether, in strong base in certain solubility, but soluble in organic solvent oil, etc. In concentrated sulfuric acid in green yellow fluorescence. Mainly used for oil coloring. Also used in all kinds of plastic and resin, light industry products coloring.
Purification Methods
Crystallise quinizarin from glacial acetic acid. [Beilstein 8 H 450, 8 IV 3260.]
1,4-Dihydroxyanthraquinone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,4-Dihydroxyanthraquinone manufacturers
- Product
- 1,4-Dihydroxyanthraquinone 81-64-1
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- ≥98%;≥96%
- Supply Ability
- 500mt/year
- Release date
- 2021-08-31
- Product
- 1,4-Dihydroxyanthraquinone 81-64-1
- Price
- US $100.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-04-24
- Product
- 1.4-Dihydroxyanthaquinone 81-64-1
- Price
- US $150.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000kg/week
- Release date
- 2024-04-24