Name | 2-Chloroanthraquinone |
Synonyms | 2-Chloranthrachinon 2-Chloroanthraquinone β-chloroanthrapuinone 2-Chloroanthraqukinone anthraquinone,2-chloro- Melting point standard 2-chloroanthraquinone |
CAS | 131-09-9 |
EINECS | 205-010-0 |
InChI | InChI=1/C14H9ClO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7,9-10H |
Molecular Formula | C14H7ClO2 |
Molar Mass | 242.66 |
Density | 1.2377 (rough estimate) |
Melting Point | 209-211 °C (lit.) |
Boling Point | 345.65°C (rough estimate) |
Flash Point | 182.5°C |
Water Solubility | insoluble |
Vapor Presure | 1.1E-07mmHg at 25°C |
BRN | 2051842 |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.5380 (estimate) |
MDL | MFCD00001227 |
Physical and Chemical Properties | Light yellow needle crystal. |
Use | For the dye industry |
Hazard Symbols | Xi - Irritant![]() |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact R36/37 - Irritating to eyes and respiratory system. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S24 - Avoid contact with skin. |
WGK Germany | 1 |
RTECS | CB6151000 |
FLUKA BRAND F CODES | 10 |
TSCA | Yes |
HS Code | 29147090 |
overview | 2-chloroanthraquinone is a light yellow needle crystal. Melting point 211 ℃. Soluble in hot benzene, nitrobenzene, concentrated sulfuric acid. It is synthesized from phthalic anhydride and chlorobenzene into p-chlorobenzoic acid, and then cycled with sulfuric acid. 2-Chloroanthraquinone can be used to make alizarin and amino anthraquinone. Anthraquinone dyes occupy a very important position in the dye industry. Chloroanthraquinone is one of the important intermediates in the synthesis of anthraquinone dyes. |
application | 2-chloroanthraquinone can be used to make alizarin and aminoanthraquinone. Anthraquinone dyes occupy a very important position in the dye industry. Chloroanthraquinone is one of the important intermediates in the synthesis of anthraquinone dyes. |
preparation | 2 chloroanthraquinone is prepared as follows: 3.0g(42.3mM) of chlorine is introduced into 4mL of dichlorophenyl phosphine and 50mL of phenylphosphonyl dichloride mixed solution at room temperature, and the reaction is slightly heated, but not more than 30 ℃, the previously colorless and transparent solution becomes a light yellow transparent solution, then 7.2g(28.3mM) of 2 nitroanthraquinone is added to the mixed solution, and then heated to 170 ℃ for 5h. After cooling the reaction solution, pour the reaction solution into 500mL of water, neutralize with 50% sodium hydroxide solution to pH7. The neutralized solution is extracted with 500mL(5 × 100mL) of ethyl acetate, and the organic phase is mixed after extraction. Elute the organic phase with 200mL(2 × 100mL) saturated saline solution, dry with 5% anhydrous magnesium sulfate after elution, and then filter to obtain filtrate, after vacuum rotary distillation of the filtrate, the concentrated solution is frozen and crystals are precipitated. After suction filtration, the light yellow needle-like crystal 2 chloroanthraquinone 5.50g is obtained. The melting point is 211.2 ℃ and the yield is 83%. |
chemical properties | light yellow needle crystal. Insoluble in water, soluble in hot benzene, nitrobenzene, concentrated sulfuric acid. |
Use | Used in the dye industry Used as an important dye intermediate. |
category | toxic substances |
toxicity classification | poisoning |
acute toxicity | abdominal cavity-rat LD50: 4310 mg/kg; Oral administration-mouse LD50: 1000 mg/kg |
flammability hazard characteristics | thermal decomposition discharges toxic chloride smoke |
storage and transportation characteristics | warehouse low temperature ventilation dry mania |
fire extinguishing agent | water, carbon dioxide, foam, dry powder |
NIST chemical information | The information is: webbook.nist.gov provides (external link) |
EPA chemical information | The information is: offered by ofmpub.epa.gov (external link) |