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2-Chloroanthraquinone

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Name

2-Chloroanthraquinone

EINECS 205-010-0
CAS No. 131-09-9 Density 1.418 g/cm3
PSA 34.14000 LogP 3.11540
Solubility Insoluble in water Melting Point 209-211 °C(lit.)
Formula C14H7ClO2 Boiling Point 425.7 °C at 760 mmHg
Molecular Weight 242.661 Flash Point 179.7 °C
Transport Information N/A Appearance beige powder
Safety 26-36/37/39-24 Risk Codes 36/37/38-43
Molecular Structure Molecular Structure of 131-09-9 (2-Chloroanthraquinone) Hazard Symbols IrritantXi
Synonyms

Anthraquinone,2-chloro- (6CI,7CI,8CI);2-Chloro-9,10-anthracenedione;2-Chloro-9,10-anthraquinone;NSC 1702;b-Chloroanthraquinone;

Article Data 55

2-Chloroanthraquinone Consensus Reports

Reported in EPA TSCA Inventory.

2-Chloroanthraquinone Specification

The 9,10-Anthracenedione,2-chloro-, with the CAS registry number 131-09-9, is also known as 2-Chloro-9,10-anthraquinone. It belongs to the product categories of Intermediates of Dyes and Pigments; Organics; Electronic Chemicals; Anthraquinones; Chloroanthraquine, etc.; C13 to C14; Carbonyl Compounds; Ketones. Its EINECS number is 205-010-0. This chemical's molecular formula is C14H7ClO2 and molecular weight is 242.66. What's more, its systematic name is 2-chloroanthracene-9,10-dione. It is used in the dye industry. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from moisture and sun.

Physical properties of 9,10-Anthracenedione,2-chloro- are: (1)ACD/LogP: 4.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.11; (4)ACD/LogD (pH 7.4): 4.11; (5)ACD/BCF (pH 5.5): 777.22; (6)ACD/BCF (pH 7.4): 777.22; (7)ACD/KOC (pH 5.5): 4079.93; (8)ACD/KOC (pH 7.4): 4079.93; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.665; (14)Molar Refractivity: 63.56 cm3; (15)Molar Volume: 171 cm3; (16)Polarizability: 25.19×10-24cm3; (17)Surface Tension: 58 dyne/cm; (18)Density: 1.418 g/cm3; (19)Flash Point: 179.7 °C; (20)Enthalpy of Vaporization: 68.04 kJ/mol; (21)Boiling Point: 425.7 °C at 760 mmHg; (22)Vapour Pressure: 1.87E-07 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-chloro-anthracene at the temperature of 70 °C. This reaction will need reagent t-butylhydroperoxide and solvent benzene with the reaction time of 11 hours. This reaction will also need catalyst PhCl(PPh3)3. The yield is about 91%.

9,10-Anthracenedione,2-chloro- can be prepared by 2-chloro-anthracene at the temperature of 70 °C

Uses of 9,10-Anthracenedione,2-chloro-: it can be used to produce 2-methoxy-anthraquinone by heating. It will need reagent NaOMe with the reaction time of 72 hours. The yield is about 59%.

9,10-Anthracenedione,2-chloro- can be used to produce 2-methoxy-anthraquinone by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. It may cause sensitisation by skin contact. When using it, you must avoid contact with eyes and need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc3ccc2C(=O)c1c(cccc1)C(=O)c2c3
(2)Std. InChI: InChI=1S/C14H7ClO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H
(3)Std. InChIKey: FPKCTSIVDAWGFA-UHFFFAOYSA-N

The toxicity data is as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD oral > 10gm/kg (10000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(7), Pg. 93, 1990.
rat LD oral > 10gm/kg (10000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(7), Pg. 93, 1990.
rat LD50 intraperitoneal 4310mg/kg (4310mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(4), Pg. 90, 1984.

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