HSDB 5437
3,5-Dichloroaniline
CAS: 626-43-7
Molecular Formula: C6H5Cl2N
HSDB 5437 - Names and Identifiers
| Name | 3,5-Dichloroaniline |
| Synonyms | 3,5-DCA BF352-31 HSDB 5437 CCRIS 2396 3,5-dichloro 3,5-Dichloroaniline 3,5-dichloro-anilin Aniline, 3,5-dichloro- 3,5-dichloro-benzenamin Benzenamine,3,5-dichloro- Benzenamine, 3,5-dichloro- Phloroglucinol Impurity 26 |
| CAS | 626-43-7 |
| EINECS | 210-948-9 |
| InChI | InChI=1/C6H5Cl2N/c7-4-1-5(8)3-6(9)2-4/h1-3H,9H2 |
HSDB 5437 - Physico-chemical Properties
| Molecular Formula | C6H5Cl2N |
| Molar Mass | 162.02 |
| Density | 1.58 |
| Melting Point | 46-52 °C (lit.) |
| Boling Point | 259-260 °C/741 mmHg (lit.) |
| Flash Point | >230°F |
| Water Solubility | 0.6 g/L (26 ºC) |
| Solubility | 0.78g/l |
| Vapor Presure | 0.0121mmHg at 25°C |
| Appearance | crystalline |
| Color | dark gray |
| BRN | 636492 |
| pKa | pK1:2.37(+1) (25°C) |
| Storage Condition | Store below +30°C. |
| Refractive Index | 1.6000 (estimate) |
| Physical and Chemical Properties | Density 1.58 melting point 49-53°C boiling point 260 ° C (741 mmHg) flash point 133°C water-soluble 0.6g/L (26°C) |
| Use | Used as pesticide, pharmaceutical intermediates |
HSDB 5437 - 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. |
| 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 - |
| UN IDs | UN 3442 6.1/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29214210 |
| Hazard Note | Irritant |
| Hazard Class | 6.1 |
| Packing Group | II |
HSDB 5437 - Nature
Open Data Verified Data
White needle-like crystals. Melting Point 51~53 ℃, boiling point 260 ℃(98. 8kPa). Insoluble in water, soluble in alcohol, ether, chloroform and benzene.
Last Update：2025-06-10 22:55:16
HSDB 5437 - Preparation Method
Open Data Verified Data
- 3,5-chloronitrobenzene hydrogenation method.
- dechlorination and hydrogenation of polychloroaniline.
- dechlorination of hydrogen iodide.
- ammonia solution method by 1,3,5 A three chlorobenzene (or 1,2,4 three chlorobenzene) ammonia prepared.
- The decarbonylation method is obtained by decarbonylation of 3, 5-dichlorobenzamide.
- 2, 6-dichloro-4-nitroaniline method with 2, 6-chloro-4-nitroaniline as raw material, by diazotization, hydrogenation.
- acetanilide method with acetanilide as raw material, after chlorination and hydrolysis, prepared a mixture of 2,4-and 2,6-= chloroaniline, then after Bromination and diazotization, 3,5 A dichlorobromobenzene was prepared, and then the product was prepared by ammonia hydrolysis.
Last Update：2022-01-01 10:51:36
HSDB 5437 - Application
Open Data Verified Data
used as a raw material for agricultural pesticides, it can be prepared from the two sclerotium, sclerotium, ethylene sclerotium, sclerotium, net, isobaric, chloro benzalkonium amine and formazan; Can also be used for the synthesis of pesticides, herbicides, plant growth regulators. The pharmaceutical industry is used in the manufacture of Quinoline derivatives for the treatment of malaria. The dye industry is used in the manufacture of azo dyes and pigments. It is used in industrial hygiene for the manufacture of insecticides and pest repellents.
Last Update：2025-08-19 16:24:40
HSDB 5437 - Safety
Open Data Verified Data
- toxic smoke is decomposed by high heat. Irritating. Harmful by inhalation or skin absorption.
- The packaging is made of glass bottles, outer wooden boxes or calcium plastic boxes, lined with plastic bags or wooden barrels and fiberboard barrels. Store in a cool, ventilated warehouse, away from fire, heat source, protected from light.
Last Update：2025-06-10 22:55:16
HSDB 5437 - Reference Information
| LogP | 2.9 at 20-25℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | 3, 5-dichloroaniline is an intermediate of fungicide putrefaciens, isocarcinogen, ethylene sclerotium and sclerotium. used as a raw material for agricultural pesticides, it can be prepared from the two sclerotium, sclerotium, ethylene sclerotium, sclerotium net, urea, B, chloro benzalkonium amine and formazan; Can also be used for the synthesis of herbicides, plant growth regulators. The pharmaceutical industry is used in the manufacture of Quinoline derivatives for the treatment of malaria. The dye industry is used in the manufacture of azo dyes and pigments. It is used in industrial hygiene for the manufacture of insecticides and pest repellents. used as pesticide and pharmaceutical intermediates oil intermediates. Organic synthesis |
| production method | 1.3, 5-dichloronitrobenzene hydrogenation process 2. Dechlorination and hydrogenation of polychloroaniline 3. Dechlorination of hydrogen iodide 4. The aminolysis method is obtained by aminolysis of 1,3, 5-trichlorobenzene (or 1,2, 4-trichlorobenzene). The decarbonylation method is obtained by decarbonylation of 3, 5-dichlorobenzamide. 6.2, 6-dichloro-4-nitroaniline method with 2, 6-dichloro-4-nitroaniline as raw material, by diazotization, hydrogenation. 7. Acetanilide method to acetanilide as raw material, after chlorination, hydrolysis of 2,4 and 2, 6-dichloroaniline, and then after bromination, diazotization, 3, 5-dichlorobromobenzene, the product was prepared by ammonia hydrolysis. From p-nitroaniline (or O-nitroaniline) by chlorination, diazotization (deamination), reduction and derived. In addition, from p-dichlorobenzene (or O-dichlorobenzene) by bromination, isomerization, ammoniation can also be prepared 3, 5-dichloroaniline. There are several preparation methods. (1) O-nitroaniline as raw material method in the reaction kettle to add 25% hydrochloric acid and O-nitroaniline, start stirring, at 10~20 ℃ and under negative pressure into the chlorine chlorination, chlorine gas, continue stirring for 15min, then it was filtered and the filter cake was washed with water until neutral to give 2, 4-dichloro-6-nitroaniline. In another reactor is added industrial ethanol, under stirring, and then add 2, 4-dichloro-6-nitroaniline, below 40 °c add 95% H2SO4, cool to 15 °c, sodium nitrite is added in batches, and after sodium nitrite is added, the reaction is continued at 15 ℃ for 4H, then the material is put into the denitrification kettle, slowly heated to reflux temperature of 80 ℃, and the reflux is maintained for 2H, then, the ethanol was distilled off at elevated temperature, and the liquid material was put into a distillation kettle for steam distillation, and the oil-water material obtained by distillation was layered to obtain 3, 5-dichloronitrobenzene. Place a certain amount of water and 3, 5-dichloronitrobenzene in a reaction kettle, The mixture is heated to reflux under stirring, and sodium disulfide solution of a certain concentration is prepared Dropwise, which is added dropwise within 1H and maintained at reflux for 3H. The layers are separated at rest, and the lower oily substance is fully washed with hot water, 3, 5-dichloroaniline was obtained. (2) P-nitroaniline as raw material method p-nitroaniline in a reaction kettle in the presence of hydrochloric acid for chlorination, get 2, 6-dichloro-4-nitroaniline, then 2, 6-dichloro-4-nitroaniline was diazotized with NaNO2 in the presence of sulfuric acid to obtain the corresponding diazonium sulfate, which was denitrified in ethanol solution to obtain 3, 5-dichloronitrobenzene, 3, 5-dichloroaniline can be obtained by reduction or catalytic hydrogenation with Na2S2. (3) dichlorobenzene as raw material method Japan ishiyuan industrial company bromination with O-dichlorobenzene or p-dichlorobenzene as raw material to obtain brominated dichlorobenzene, rearrangement in the presence of catalyst AlCl3 to obtain 3, 5-dichlorobromide benzene, further ammoniation with ammonia gave 3, 5-dichloroaniline. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:10
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