99-98-9
N,N-Dimethylphenylenediamine
CAS: 99-98-9
Molecular Formula: C8H12N2
99-98-9 - Names and Identifiers
| Name | N,N-Dimethylphenylenediamine |
| Synonyms | C.I. 76075 WURSTER'S RED 4-DIMETHYLAMINOANILINE 4-AMINODIMETHYLANILINE 4-ANIMODIMETHYLANILINE Dimethyl-p-phenylenediamine 4-AMINO-N,N-DIMETHYLANILINE N,N-Dimethylphenylenediamine 4-(dimethylamino)benzenamine N,N-Dimethyl-p-benzenediamine N,N-dimethyl-p-phenylenediamine N,N-dimethylbenzene-1,4-diamine DIMETHYL(N,N-)-P-PHENYLENEDIAMINE N,N-Dimethyl-1,4-phenylenediamine |
| CAS | 99-98-9 |
| EINECS | 202-807-5 |
| InChI | InChI=1/C8H12N2/c1-9-7-3-5-8(10-2)6-4-7/h3-6,9-10H,1-2H3 |
| InChIKey | BZORFPDSXLZWJF-UHFFFAOYSA-N |
99-98-9 - Physico-chemical Properties
| Molecular Formula | C8H12N2 |
| Molar Mass | 136.19 |
| Density | 1.09 |
| Melting Point | 34-36°C(lit.) |
| Boling Point | 262°C(lit.) |
| Flash Point | 130 °C |
| Water Solubility | 11 g/L (20 ºC) |
| Vapor Presure | 0.0107mmHg at 25°C |
| Appearance | crystalline |
| Color | black |
| Merck | 14,3254 |
| BRN | 508105 |
| pKa | 6?+-.0.12(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with acid chlorides, acid anhydrides, strong acids, strong oxidizing agents. Combustible. |
| Sensitive | Light Sensitive |
| Refractive Index | 1.5914 (estimate) |
| Physical and Chemical Properties | N,N-dimethyl p-phenylenediamine is solid, m. p. 34~36 ℃, B. p.262 ℃, soluble in general organic solvent and hydrochloric acid to form salt. |
99-98-9 - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 2811 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | ST0874000 |
| FLUKA BRAND F CODES | 8-10-23 |
| TSCA | Yes |
| HS Code | 29215900 |
| Hazard Note | Toxic/Keep Cold |
| Hazard Class | 6.1 |
| Packing Group | II |
99-98-9 - Reference Information
| chemical properties | N,N-dimethyl-p-phenylenediamine is solid, m. p. 34~36 ℃, B. p.262 ℃, dissolved in general organic solvent and hydrochloric acid to form salt. |
| Use | N,N-methyl p-phenylenediamine is an intermediate of the fungicide sodium disulfonic acid. It is a reagent for the determination of vanadium. Used in the production of dyes, pesticides and developers. The addition of p-aminooxyphenylamine and p-isothiocyano-butyl ether can be used as an anti-leprosy drug butamine phenylthiourea. Used as raw materials for medicine, azo dyes, developers and pesticides |
| production method | using dimethylaniline as raw material, nitrosation and reduction are obtained: technological process:(1) nitrosation stir dilute hydrochloric acid and dimethylaniline to cool to below 5 ℃, add sodium nitrite solution for nitrosation, finish adding, place, filter and crystallize, wash with 1:1 hydrochloric acid, and then wash again with a mixture of hydrochloric acid and alcohol, drain, get nitrite. (2) Reduction Stir the above crude product with water into a paste, reprocess concentrated hydrochloric acid, cool the outside with ice water, slowly add zinc powder, and the adding temperature should not exceed 45 ℃. (3) After extracting and adding sodium hydroxide solution to alkaline, then extracting with benzene. The benzene solution is dried with anhydrous potassium carbonate, benzene is recovered in a water bath, and then the finished product is collected by distillation under reduced pressure. Other preparation methods are made by reduction of methyl orange or by reduction of p-nitrodimethylaniline with sodium sulfide or potassium sulfide. In industry, the waste liquid after vanillin extraction is used as raw material, which is obtained by neutralization, extraction and distillation. The product is irritating to the skin and is 8 times more toxic than p-phenylenediamine. the preparation method is to use N,N-dimethylaniline, sodium nitrite and hydrochloric acid for nitrosation, and then reduce in the presence of iron powder and hydrochloric acid, and the obtained N,N-dimethyl p-phenylenediamine hydrochloride salt is neutralized with alkali to obtain the product. It is also possible to neutralize wastewater from coumarin production with ammonia water to pH = 7~8, heat to about 40 ℃, precipitate for 8~12h, remove the precipitate residue, extract the neutralization solution with benzene, and then debenzene under reduced pressure to obtain N,N-dimethyl p-phenylenediamine. |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:38
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