Name | 4-amino-3-iodobenzoic acid |
Synonyms | RARECHEM AL BO 1498 4-amino-3-iodo benzoic 4-Carboxy-2-iodoaniline 4-amino-3-iodo-benzoicaci 4-AMINO-3-IODOBENZOIC ACID 4-Amino-3-iodobenzoic acid 4-amino-3-iodobenzoic acid 4-azanyl-3-iodo-benzoic acid benzoic acid, 4-amino-3-iodo- Benzoic acid, 4-amino-3-iodo- |
CAS | 2122-63-6 |
EINECS | 630-295-7 |
InChI | InChI=1/C7H6INO2/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3H,9H2,(H,10,11) |
Molecular Formula | C7H6INO2 |
Molar Mass | 263.03 |
Density | 2.082±0.06 g/cm3(Predicted) |
Melting Point | 206.0 to 210.0 °C |
Boling Point | 390.7±37.0 °C(Predicted) |
Flash Point | 190.1°C |
Water Solubility | Soluble in water(50 g/L) (25°C). |
Vapor Presure | 8.32E-07mmHg at 25°C |
Appearance | Crystalline powder |
pKa | 4.51±0.10(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
Sensitive | Light Sensitive |
Refractive Index | 1.728 |
MDL | MFCD01660550 |
Hazard Symbols | Xi - Irritant |
RTECS | DG2802500 |
Hazard Note | Irritant |
application | 4-amino -3-iodobenzoic acid is an important benzoic acid derivative, which is an important intermediate for the synthesis of thiazolinone, benzoxazolone derivatives and other dyes. It can also be used as an intermediate for the synthesis of reactive dyes, azo dyes, various fragrances, various esters, ultraviolet absorbers, etc. |
Preparation | Using ethyl p-aminobenzoate and potassium iodide as raw materials and sodium hypochlorite as oxidant, 4-Amino-3-iodobenzoate was synthesized under heating conditions, and a series of factors affecting the synthesis of ethyl 4-amino -3-iodobenzoate were studied. The results show that the highest yield of 4-amino -3-iodobenzoate can reach 90.2% when the temperature is 30 ℃, the dosage of ethyl p-hydroxybenzoate is 0.01mol, the dosage of potassium iodide is 0.01mol, the dosage of oxidant is 0.02mol, the reaction time is 2h, 5mL of water and 15mL of absolute ethanol are used as solvent. This method has no pollution to the environment and is green and environmentally friendly. 4-amino -3-iodobenzoate ethyl ester, lithium hydroxide solution aqueous solution and methanol were added to the reaction bottle in sequence, and the reaction was carried out at 30 ℃ under stirring for 6 h. Vacuum spin off the solvent, adjust to pH 3~5 with dilute hydrochloric acid, extract with dichloromethane (2 × 50 mL), combine the extract, concentrate and purify 4-amino -3-iodobenzoic acid by silica gel column chromatography [eluent: V (dichloromethane):V (methanol) = 15:1]. |