Bordeaux base GP
4-methoxy-2-nitro-aniline
CAS: 96-96-8
Molecular Formula: C7H8N2O3
Bordeaux base GP - Names and Identifiers
Bordeaux base GP - Physico-chemical Properties
| Molecular Formula | C7H8N2O3 |
| Molar Mass | 168.15 |
| Density | 1.2089 (estimate) |
| Melting Point | 123-126°C(lit.) |
| Boling Point | 337.07°C (rough estimate) |
| Flash Point | 158.4°C |
| Water Solubility | slightly soluble |
| Vapor Presure | 0.022-0.022Pa at 25℃ |
| Appearance | Solid |
| BRN | 880318 |
| pKa | 0.96±0.10(Predicted) |
| Refractive Index | 1.6010 (estimate) |
| Physical and Chemical Properties | Character orange-red powder. initial Melting Point: 124.0 ℃ solubility: soluble in water, ethanol, ether, slightly soluble in benzene, insoluble in hydrochloric acid |
| Use | Used as an intermediate for light-sensitive materials |
Bordeaux base GP - Risk and Safety
| Risk Codes | R26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed. R33 - Danger of cumulative effects 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.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 2811 6.1/PG 2 |
| WGK Germany | 2 |
| RTECS | BY4415000 |
| TSCA | Yes |
| HS Code | 29222900 |
| Hazard Class | 6.1 |
| Packing Group | II |
Bordeaux base GP - Nature
Open Data Verified Data
orange powder. Melting point 129 °c. Soluble in water, ethanol, ether, benzene-soluble.
Last Update：2024-01-02 23:10:35
Bordeaux base GP - Preparation Method
Open Data Verified Data
p-methoxy-N-acetanilide was nitrated with nitric acid and hydrolyzed with liquid base.
Last Update：2022-01-01 10:51:48
Bordeaux base GP - Use
Open Data Verified Data
ice dye base, such as jujube red base GP. Mainly used for cotton, hemp, viscose fabric dyeing and printing color. It is used as a raw material of antimalarial primary ammonia quinoline in medicine.
Last Update：2022-01-01 10:51:48
Bordeaux base GP - Safety
Open Data Verified Data
- This product is toxic. Its toxicity and protection method see O-nitroaniline (C269).
- the iron drum is packed with plastic bags. 50kg per barrel. Should be stored in a dry, ventilated place. Avoid sun exposure, prevent moisture, heat. According to the provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:51:49
Bordeaux base GP - Reference Information
| LogP | 1.94 at 25℃ |
| dissociation constant | 0.77 at 25 ℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | used as intermediate of photosensitive material jujube red-based GP is mainly used for cotton dyeing, Cotton printing, also used for viscose fiber, silk, nylon, two acetic acid fiber dyeing. Coupling with phenol as, AS-D, AS-OL to stain sauce. The color was stained with phenol AS-BO in purple sauce. The coupling ability is strong, and the coupling speed is medium. It is also used in the manufacture of organic pigments, and is an important intermediate for medicine and photosensitive materials. ice dye base, such as jujube red base GP. Mainly used for cotton, hemp, viscose fabric dyeing and printing color. It can also be used as an intermediate of dye, medicine and photosensitive material, and used as a raw material of antimalarial drug quinoline in medicine. for cotton fabric printing and dyeing |
| production method | Method 1: obtained by nitration and hydrolysis of p-methoxyacetanilide. Add p-methoxyacetanilide and sodium bisulfite into chlorobenzene, slowly add 61% nitric acid at 28 ℃, add it quickly and slowly within 4H, control the reaction temperature at 25-30 ℃, sodium bisulfite was added every hour during the addition. After addition, the reaction was carried out at 25-30 °c for 1.5h. Add water and separate the upper layer of acid after standing. The nitrated product was added to water, sodium sulfite was added and the pH was adjusted to 7-7.5, and the Chlorobenzene was removed by distillation. It was cooled to 40 °c and 30% sodium hydroxide solution was added. The temperature was then increased to 76-77 °c in 1H and incubated at 77 °c for 2H. It is cooled to 30 ° C. By pressure filtration, and the filter cake is washed with 30 ° C. Water until neutral and dried. The yield was 80%. Raw material consumption quota: P-methoxyacetanilide (99%)1629kg/t, chlorobenzene 300kg/t, nitric acid (96%)590kg/t, liquid alkali (30%)1300kg/t. Method 2: using p-aminoanisole as raw material, acidified with glacial acetic acid, nitrated with nitric acid and chlorobenzene, hydrolyzed in the presence of sodium hydroxide, filtered and dried. Product specifications: Content (diazo value) ≥ 97%, insoluble in hydrochloric acid impurity content is less than or equal to 1%, dry product melting point of 121 ℃. Raw material consumption quota: P-aminoanisole (100%)1000kg/t, chlorobenzene 450kg/t, glacial acetic acid (98%)600kg/t, sodium hydroxide (100%)330kg/t, nitric acid (98%)660kg/t, 16kg/t sodium metabisulfite. with P-acetamidoanisole as raw material, obtained by nitration, hydrolysis and refining.. 750kg of chlorobenzene, 150kg of salt and 34.4kg of nitric acid were added to the nitrifier. (Actual 41L, mass 56kg,63%) was added, then 103.2kg of p-acetamidoanisole was added one after another over 3H, along with 63% of nitric acid (actual 132L, mass). The reaction temperature was controlled at 20-30 °c. After the addition was complete, stirring was continued at 30 °c for 1H. About 31kg of sodium carbonate was then added and neutralized to slightly alkaline. The nitrates are pumped into the still and the chlorobenzene is distilled off with direct steam, which can be recovered for use. After evaporation of the chlorobenzene, the mixture was subjected to hydrolysis. The mixture after evaporation of the Chlorobenzene was cooled to 70 °c, 50% of sodium hydroxide (made up to a solution) was added, water was then added to a volume of L and the temperature was reduced to 40-50 °c. The mixture is slowly heated to 75 °c and held at 75-77 °c for 2H. The feed must be alkaline and the hydrolysis reaction can be stopped when the melting point of the product reaches 123-124 °c. It was cooled to 30 °c, filtered, and washed with water to no base. After suction drying, it was dried in vacuum at 95 ° C. And pulverized to give a crude product. The crude product can be recrystallized with hot water to obtain high quality product, melting point 125-126 ℃. |
Last Update：2024-06-12 15:25:13
