Name | 4-(4-Nitrophenylazo)resorcinol |
Synonyms | MAGNESON Magneson MagnesonⅠ Magneson I AZO VIOLET MAGNESON I LABOTEST-BB LT00455004 4-(4-Nitrophenylazo)resorcinol 2,4-Dihydroxy-4-nitroazobenzene 3-Benzenediol,4-[(4-nitrophenyl)azo]-1 1,3-Benzenediol,4-[(4-nitrophenyl)azo]- 3-hydroxy-4-[(4-nitrophenyl)hydrazono]cyclohexa-2,5-dien-1-one (4E)-3-hydroxy-4-[(4-nitrophenyl)hydrazono]cyclohexa-2,5-dien-1-one |
CAS | 74-39-5 |
EINECS | 200-808-5 |
InChI | InChI=1/C12H9N3O4/c16-10-5-6-11(12(17)7-10)14-13-8-1-3-9(4-2-8)15(18)19/h1-7,13,17H/b14-11+ |
Molecular Formula | C12H9N3O4 |
Molar Mass | 259.22 |
Density | 1.3450 (rough estimate) |
Melting Point | 195-200°C (dec.)(lit.) |
Boling Point | 402.47°C (rough estimate) |
Flash Point | 229.9°C |
Water Solubility | Soluble in dilute sodium hydroxide. Insoluble in water. |
Vapor Presure | 3.98E-09mmHg at 25°C |
Appearance | Powder |
Color | Orange-red to red |
Odor | Odorless |
Merck | 14,5695 |
BRN | 674709 |
pKa | 8.05±0.35(Predicted) |
Storage Condition | Store below +30°C. |
Stability | Stable. Incompatible with strong oxidizing agents, strong bases. |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.5700 (estimate) |
MDL | MFCD00007310 |
Physical and Chemical Properties | Red-brown powder. The melting point was about 200 °c. Soluble in dilute alkali red purple, slightly soluble in boiling fermentation, acetone, acetic acid and toluene, are yellow, insoluble in water. |
Use | As a sensitive reagent and non-aqueous titration indicator for the determination of magnesium |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/38 - Irritating to eyes and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | VH2810000 |
TSCA | Yes |
HS Code | 29270000 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | Azo violet can be prepared from p-nitroaniline and 1,3-benzene diol by one-step reaction. Azo violet can be used to prepare an azobenzene photochromic liquid crystal compound. Photochromic liquid crystal compounds with both photochromic and liquid crystalline properties have become a hot topic in the field of information storage. Azobenzene liquid crystals are the most attractive photochromic liquid crystal materials in recent years due to their unique photo-induced cis-trans isomerization properties, which have good optical properties, thermal stability, solubility and other advantages. Azobenzene compounds can undergo reversible cis-trans isomerization under the action of light, which makes them have great potential applications in many aspects such as optical storage, optical holography and optical information processing. |
preparation | a solution of NaNO2 (1.035g) in deionized water (15 mL) was slowly added to p-nitroaniline (2.07g). In a solution in hydrochloric acid (2.5 mol/L, 10 mL). The solution was kept at 0°C for 1 hour with vigorous mechanical stirring. The solution was then washed with aqueous ammonia and deionized water until the pH of the filtrate reached 7. Then, add the diazonium salt solution to a solution of 1, 3-phenylene glycol (1.65g) and sodium hydroxide (1.2g) in deionized water at 0°C (60 mL) and kept under stirring for 1 hour. The solid precipitate was washed with aqueous ammonia and deionized water until the pH of the filtrate reached 7. The resulting precipitate was filtered and the crude product was recrystallized twice from ethanol. The orange-red compound, Azo violet, was obtained in a yield of 73.8%. |
purpose | reagent for the determination of magnesium, adsorption indicator. used as sensitive reagent for the determination of magnesium and non-aqueous titration indicator determination of magnesium and molybdenum; Adsorption indicator determination of magnesium, adsorption indicator. |
production method | dissolve 138g of p-nitroaniline in of hot concentrated hydrochloric acid and cool to 0-5 °c, A saturated aqueous solution containing 85g of nitrous acid was added dropwise with stirring at a temperature not exceeding 5 °c. 100g of resorcinol and dilute alkali solution were then added to the diazonium salt solution. The coupled product was filtered, dried, and recrystallized from an alcohol to give P-nitrobenzenazo-resorcinol. |