Name | 2,2'-dihydroxyazobenzene |
Synonyms | DHAB 2,2'-AZODIPHENOL 2,2'-azobisphenol 2,2'-azobis-pheno 2,2'-DIHYDROXYAZOBENZENE 2,2'-dihydroxyazobenzene O,O'-DIHYDROXYAZOBENZENE 1-(2-HYDROXYPHENYLAZO)-2-HYDROXYAZOBENZENE SpectrophotometricandfluorimetricreagentforAl,Mgandothermetals |
CAS | 2050-14-8 |
EINECS | 218-082-3 |
InChI | InChI=1/C12H10N2O2/c15-11-7-3-1-5-9(11)13-14-10-6-2-4-8-12(10)16/h1-8,15-16H/b14-13+ |
Molecular Formula | C12H10N2O2 |
Molar Mass | 214.22 |
Density | 1.2042 (rough estimate) |
Melting Point | 173-175°C(lit.) |
Boling Point | 354.35°C (rough estimate) |
Flash Point | 257.384°C |
Vapor Presure | 0mmHg at 25°C |
Appearance | powder to crystal |
Color | Light yellow to Amber to Dark green |
pKa | 8.28±0.30(Predicted) |
Refractive Index | 1.6660 (estimate) |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
WGK Germany | 3 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | azo compounds are an important class of organic compounds that are widely used as dyes and Analytical reagents. Azo polymers have important applications in optical information storage materials, nonlinear optical materials, liquid crystal materials, bioactive light control, nano materials and other fields. Optically active main chain polymers containing azobenzene have become a frontier field of functional polymer research, showing broad prospects for development. |
preparation method | 1g of p-nitrophenol and 2g of lead powder were added to a 50mL flask and dissolved in 10 mL of methanol, with stirring, 4 L of triethylamine formate was added, N was introduced, and the reaction was carried out at room temperature. The color of the solution quickly changed to tan. The progress of the reaction was monitored by TLC. The reaction was stopped after three hours. The reaction mixture was filtered to remove insolubles, and the combined solution was washed with 20 mL of methanol, concentrated under reduced pressure to remove most of the solvent, and the residue was washed successively with ether, saturated brine and water. The organic layer was separated, the aqueous layer was extracted with acetyl, and the organic layers were combined and dried over anhydrous magnesium sulfate overnight. After the magnesium sulfate was removed by filtration, acetaldehyde was distilled off under rotary reduced pressure, and the residue was poured onto a large surface dish to volatilize, and a dark red product was precipitated, and benzene was recrystallized. Vacuum drying at 50 °c gave 0.63g of product, yield 82% , m. P. 215~216 °c. With p-nitrophenol as raw material, triethylamine formate and lead as reducing agent, methanol as solvent, 2,2 '-dihydroxyazobenzene was prepared by reduction reaction. The best reaction conditions: reaction time 2.5 hours, the amount of lead 12.07mmol, the amount of formic acid triethylamine salt 4G, the reaction conversion rate of 82%. |
Use | aluminum, spectrophotometric and fluorescent reagents for magnesium and other metals |