o-Chloraniline
2-Chloroaniline
CAS: 95-51-2
Molecular Formula: C6H6ClN
o-Chloraniline - Names and Identifiers
o-Chloraniline - Physico-chemical Properties
| Molecular Formula | C6H6ClN |
| Molar Mass | 127.57 |
| Density | 1.213g/mLat 25°C(lit.) |
| Melting Point | 0-3°C |
| Boling Point | 208-210°C(lit.) |
| Flash Point | 98 °C |
| Water Solubility | 5.13 g/L (20 ºC) |
| Solubility | water: soluble5.13g/L at 20°C |
| Vapor Presure | 0.5 hPa (20 °C) |
| Vapor Density | 4.41 (vs air) |
| Appearance | Liquid |
| Color | Clear pale yellow to brown |
| Odor | Characteristic odour |
| Merck | 14,2118 |
| BRN | 606077 |
| pKa | 2.65(at 25℃) |
| Storage Condition | Store below +30°C. |
| Explosive Limit | 2.4-14.2%(V) |
| Refractive Index | n20/D 1.589 |
| Physical and Chemical Properties | Amber liquid, with ammonia odor. The color turns black when exposed to air. Relative density (20/4 degrees C) 1.21253 (alpha type);1.21266 (beta type). Boiling point 208.8 °c. Melting Point:-14 °c (α-type);-1.9 °c (β-type). Refractive index nD(20 degrees C) 1.5895 (Alpha);1.5889 (beta). Practically insoluble in water, soluble in acids and most commonly used organic solvents. |
| Use | For the dye and pesticide industries |
o-Chloraniline - Risk and Safety
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R33 - Danger of cumulative effects R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R39/23/24/25 - R11 - Highly Flammable R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S28A - S16 - Keep away from sources of ignition. |
| UN IDs | UN 2019 6.1/PG 2 |
| WGK Germany | 2 |
| RTECS | BX0525000 |
| FLUKA BRAND F CODES | 8-10-23 |
| TSCA | Yes |
| HS Code | 29214210 |
| Hazard Class | 6.1 |
| Packing Group | II |
o-Chloraniline - Nature
Open Data Verified Data
amber liquid with ammonia odor. The color turns black when exposed to air. The relative density was 1.21253 (Type A); 21266 (type p). Boiling point 208.8 °c. Melting Point:-14 °c (Type A);-1.9 °c (type p). Refractive index 5895 (Type A);1.5889 (type B). Practically insoluble in water, soluble in acids and most commonly used organic solvents.
Last Update：2024-01-02 23:10:35
o-Chloraniline - Preparation Method
Open Data Verified Data
O-nitrochlorobenzene is reduced with iron powder in hydrochloric acid medium, and the product is obtained by steam distillation and vacuum distillation.
Last Update：2022-01-01 10:51:23
o-Chloraniline - Use
Open Data Verified Data
ice dye base, also as the diazo component of azo dyes (such as acid black, acid blue and organic lake water yellow R, etc.), and used in the preparation of pharmaceuticals, pesticides and synthetic resins.
Last Update：2022-01-01 10:51:23
o-Chloraniline - Safety
Open Data Verified Data
- This product is highly toxic. Ingestion, inhalation of vapor or absorption through the skin can cause poisoning. It is hemolytic and can cause bladder cancer. During operation, the inhalation of vapor should be avoided to prevent contact with the skin. Production equipment should be sealed to prevent leakage. Good ventilation should be maintained at the production site. The operator should wear protective gear.
- packaged in clean, dry iron drum, 220kg per barrel. The container is sealed to prevent exposure to air. Avoid co-storage and transport with food containers. According to the provisions of highly toxic chemicals storage and transportation.
Last Update：2022-01-01 10:51:24
o-Chloraniline - Reference Information
| LogP | 1.72 at 20℃ and pH6-8 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | O-chloroaniline is the raw material of herbicide chlorsulfuron-methyl, and also an important dye intermediate, dye base for ice dyeing. Also used in pesticide, medicine, synthetic resin, organic synthesis and other fields. This product is ice dye base, can also be used as the diazo component of azo dye, used in the production of acid black, acid blue and organic lake water yellow R, permanent red FR, Hansha yellow HR, etc. And can be used for the preparation of medicine, pesticide, polyurethane resin crosslinking agent methyl chloride aniline. |
| production method | obtained by reduction of O-nitrochlorobenzene: reduction with iron powder in hydrochloric acid medium, reflux for 6-8H, steam distillation, the product was obtained by distillation under reduced pressure. It is also possible to carry out reduction of iron powder in the presence of formic acid: 2 m3 of boiling water is added to a 10 M3 cast iron reduction kettle, and then 1.5 of O-nitrochlorobenzene, 15kg of formic acid and t of iron powder are added for the reduction reaction. 4T of O-nitrochlorobenzene was added in portions over 17-20h. Meanwhile, 1T of O-nitrochlorobenzene was added while 1.5T of iron powder and 15kg of formic acid were added while the reduction reaction was carried out for a quarter of an hour. If the reaction is slow, an additional 1t of iron powder may be added. After the completion of the reaction, the reaction mixture was allowed to stand, and the amine layer was separated. The reaction mixture was allowed to stand again to precipitate iron, and the iron residue was distilled off with water steam to remove the amine. The crude product was distilled under reduced pressure to obtain 95% of O-chloroaniline. Raw material consumption quota: O-nitrochlorobenzene 1300kg/t, iron powder (90%)1450kg/t, hydrochloric acid (37%) 380kg/t. The preparation method is to use O-chloronitrobenzene and iron chips, dilute hydrochloric acid and water reflux for 6~8H, distilled to obtain the crude product, and then distilled to obtain the finished product. Alternatively, the product may be prepared by catalytic hydrogenation, I .e., hydrogenation of O-chloronitrobenzene in the presence of a catalyst. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | oral-mouse LD50: 256 mg/kg |
| flammability hazard characteristics | open flame flammable; High heat releases toxic chloride and nitrogen oxide gases |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature, separate storage of food additives |
| fire extinguishing agent | water mist, foam, carbon dioxide, dry powder |
| spontaneous combustion temperature | >500°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:53
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