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CAS No.: | 84-60-6 |
---|---|
Name: | 2,6-DIHYDROXYANTHRAQUINONE |
Article Data: | 19 |
Molecular Structure: | |
Formula: | C14H8O4 |
Molecular Weight: | 240.215 |
Synonyms: | Anthraflavicacid (6CI);Anthraquinone, 2,6-dihydroxy- (8CI);2,6-Dihydroxy-9,10-anthracenedione;2,6-Dihydroxy-9,10-anthraquinone;2,6-Dihydroxyanthraquinone;Anthraflavin;NSC-33531; |
EINECS: | 201-544-3 |
Density: | 1.54 g/cm3 |
Melting Point: | >320 ºC (lit.) |
Boiling Point: | 442.1 ºC at 760 mmHg |
Flash Point: | 235.3 ºC |
Appearance: | solid |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39-36 |
PSA: | 74.60000 |
LogP: | 1.87320 |
Anthraquinone-2,6-disulfonic acid
A
anthraflavic acid
B
2,3,6-trihydroxyacetophenone
Conditions | Yield |
---|---|
With potassium carbonate |
Anthraquinone-2,6-disulfonic acid
A
anthraflavic acid
B
1,2,6-trihydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium hydroxide; potassium nitrate |
4-hydroxy-2-(4-methoxy-benzoyl)-benzoic acid
anthraflavic acid
Conditions | Yield |
---|---|
With boron trioxide; sulfuric acid at 100℃; durch Erhitzen des Reaktionsprodukts mit AlCl3 auf 230grad; |
3-Carboxyphenol
A
1,5-dihydroxyanthraquinone
B
anthraflavic acid
C
1,7-dihydroxy-anthraquinone
Conditions | Yield |
---|---|
at 350℃; Leiten des Dampfes unter vermindertem Druck durch ein mit Tonscherben gefuelltes Rohr; | |
at 330℃; |
Conditions | Yield |
---|---|
trennt man vom 1.7-Dioxy-anthrachinon durch Umkrystallisieren aus Pyridin; |
Conditions | Yield |
---|---|
With sulfuric acid at 180 - 200℃; |
anthracene
A
2-Hydroxy-1,4-naphthoquinone
B
1,2-dihydroxy-9,10-anthracenedione
C
anthraflavic acid
D
phenol
Conditions | Yield |
---|---|
In water Oxidation; Formation of xenobiotics; simulated solar irradiation; Further byproducts given; |
Conditions | Yield |
---|---|
at 180 - 200℃; unter Druck und Behandeln des Reaktionsproduktes mit Luft; |
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Reported in EPA TSCA Inventory.
The 2,6-Dihydroxy-anthraquinon, with the CAS registry number 84-60-6, is also known as 2,6-Dihydroxy-9,10-anthraquinone. It belongs to the product categories of Anthraquinones, Hydroquinones and Quinones; Anthraquinones; Highly Purified Reagents; Hydroxyanthraquinones; Other Categories; Refined Products by Sublimation. Its EINECS registry number is 201-544-3. This chemical's molecular formula is C14H8O4 and molecular weight is 240.21. What's more, both its IUPAC name and systematic name are the same which is called 2,6-Dihydroxyanthracene-9,10-dione. It should be kept in a cold, dry and sealed place.
Physical properties about 2,6-Dihydroxy-anthraquinon are: (1)ACD/LogP: 3.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.33; (4)ACD/LogD (pH 7.4): 2.41; (5)ACD/BCF (pH 5.5): 197.31; (6)ACD/BCF (pH 7.4): 23.48; (7)ACD/KOC (pH 5.5): 1504.04; (8)ACD/KOC (pH 7.4): 178.99; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.732; (14)Molar Refractivity: 62.43 cm3; (15)Molar Volume: 155.9 cm3; (16)Surface Tension: 79.2 dyne/cm; (17)Density: 1.54 g/cm3; (18)Flash Point: 235.3 °C; (19)Enthalpy of Vaporization: 72.65 kJ/mol; (20)Boiling Point: 442.1 °C at 760 mmHg; (21) Vapour Pressure: 1.99E-08 mmHg at 25 °C.
Uses of 2,6-Dihydroxy-anthraquinon: it is used to produce other chemicals. For example, it can react to get Anthracene-2,6-diol. This reaction needs reagents Al(Hg), NH4OH and solvents ethanol, H2O at temperature of 60-65 °C. The reaction time is 2 hours. The yield is 78 %.
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. If swallowed, it's harmful to health. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C2c1c(ccc(O)c1)C(=O)c3c2ccc(O)c3
(2) InChI: InChI=1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H
(3) InChIKey: APAJFZPFBHMFQR-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#06773, |