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2,6-Dihydroxy-anthraquinon

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Name

2,6-Dihydroxy-anthraquinon

EINECS 201-544-3
CAS No. 84-60-6 Density 1.54 g/cm3
PSA 74.60000 LogP 1.87320
Solubility N/A Melting Point >320 ºC (lit.)
Formula C14H8O4 Boiling Point 442.1 ºC at 760 mmHg
Molecular Weight 240.215 Flash Point 235.3 ºC
Transport Information N/A Appearance solid
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 84-60-6 (2,6-DIHYDROXYANTHRAQUINONE) Hazard Symbols IrritantXi
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;

Article Data 19

2,6-Dihydroxy-anthraquinon Synthetic route

84-50-4

Anthraquinone-2,6-disulfonic acid

A

84-60-6

anthraflavic acid

B

85918-30-5

2,3,6-trihydroxyacetophenone

Conditions
ConditionsYield
With potassium carbonate
84-50-4

Anthraquinone-2,6-disulfonic acid

A

84-60-6

anthraflavic acid

B

82-29-1

1,2,6-trihydroxyanthraquinone

Conditions
ConditionsYield
With sodium hydroxide; potassium nitrate
860597-60-0

4-hydroxy-2-(4-methoxy-benzoyl)-benzoic acid

84-60-6

anthraflavic acid

Conditions
ConditionsYield
With boron trioxide; sulfuric acid at 100℃; durch Erhitzen des Reaktionsprodukts mit AlCl3 auf 230grad;
99-06-9

3-Carboxyphenol

A

117-12-4

1,5-dihydroxyanthraquinone

B

84-60-6

anthraflavic acid

C

569-08-4

1,7-dihydroxy-anthraquinone

Conditions
ConditionsYield
at 350℃; Leiten des Dampfes unter vermindertem Druck durch ein mit Tonscherben gefuelltes Rohr;
at 330℃;
99-06-9

3-Carboxyphenol

84-60-6

anthraflavic acid

Conditions
ConditionsYield
trennt man vom 1.7-Dioxy-anthrachinon durch Umkrystallisieren aus Pyridin;
99-06-9

3-Carboxyphenol

A

84-60-6

anthraflavic acid

B

569-08-4

1,7-dihydroxy-anthraquinone

Conditions
ConditionsYield
With sulfuric acid at 180 - 200℃;
120-12-7

anthracene

A

83-72-7

2-Hydroxy-1,4-naphthoquinone

B

72-48-0

1,2-dihydroxy-9,10-anthracenedione

C

84-60-6

anthraflavic acid

D

108-95-2

phenol

Conditions
ConditionsYield
In water Oxidation; Formation of xenobiotics; simulated solar irradiation; Further byproducts given;
84-65-1

9,10-phenanthrenequinone

alkaline solution

alkaline solution

sodium sulfite

sodium sulfite

nitric

nitric

A

72-48-0

1,2-dihydroxy-9,10-anthracenedione

B

84-60-6

anthraflavic acid

C

1.2.6-trioxy-anthraquinone

1.2.6-trioxy-anthraquinone

D

1.2.7-trioxy-anthraquinone

1.2.7-trioxy-anthraquinone

Conditions
ConditionsYield
at 180 - 200℃; unter Druck und Behandeln des Reaktionsproduktes mit Luft;
7664-93-9

sulfuric acid

99-06-9

3-Carboxyphenol

A

117-12-4

1,5-dihydroxyanthraquinone

B

84-60-6

anthraflavic acid

C

metabenzdioxyanthraquinone

metabenzdioxyanthraquinone

Conditions
ConditionsYield
at 180 - 200℃; im geschlossenen Rohr;
7664-93-9

sulfuric acid

99-06-9

3-Carboxyphenol

65-85-0

benzoic acid

A

117-12-4

1,5-dihydroxyanthraquinone

B

84-60-6

anthraflavic acid

C

metabenzdioxyanthraquinone

metabenzdioxyanthraquinone

Conditions
ConditionsYield
at 180 - 200℃;

2,6-Dihydroxy-anthraquinon Consensus Reports

Reported in EPA TSCA Inventory.

2,6-Dihydroxy-anthraquinon Specification

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 %.

2,6-Dihydroxy-anthraquinon can react to get Anthracene-2,6-diol.

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,

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