diazenedicarboxylicacid,bis(phenylmethyl)ester
Dibenzyl azodicarboxylate
CAS: 2449-05-0
Molecular Formula: C16H14N2O4
diazenedicarboxylicacid,bis(phenylmethyl)ester - Names and Identifiers
| Name | Dibenzyl azodicarboxylate |
| Synonyms | Dibenzyl azodicarboxylate Bis(benzyloxycarbonyl)diazene Azodiformic acid dibenzyl ester Azobis(formic acid benzyl) ester dibenzyl diazene-1,2-dicarboxylate dibenzyl (E)-diazene-1,2-dicarboxylate Diazene-1,2-dicarboxylic acid dibenzyl ester diazenedicarboxylicacid,bis(phenylmethyl)ester Phenylmethyl N-(phenylmethoxycarbonylimino)carbamate |
| CAS | 2449-05-0 |
| EINECS | 219-508-0 |
| InChI | InChI=1/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2/b18-17+ |
| InChIKey | IRJKSAIGIYODAN-ISLYRVAYSA-N |
diazenedicarboxylicacid,bis(phenylmethyl)ester - Physico-chemical Properties
| Molecular Formula | C16H14N2O4 |
| Molar Mass | 298.29 |
| Density | 1.2028 (rough estimate) |
| Melting Point | 43-47 °C (lit.) |
| Boling Point | 439.72°C (rough estimate) |
| Flash Point | >230°F |
| Vapor Presure | 1.57E-08mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | Yellow to orange |
| BRN | 2298734 |
| Storage Condition | 2-8°C |
| Sensitive | Light Sensitive |
| Refractive Index | 1.6240 (estimate) |
| MDL | MFCD00016737 |
| Physical and Chemical Properties | Melting Point: 44-52°C flash point:>230 °F |
diazenedicarboxylicacid,bis(phenylmethyl)ester - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R11 - Highly Flammable |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S16 - Keep away from sources of ignition. |
| UN IDs | 3224 |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29270000 |
diazenedicarboxylicacid,bis(phenylmethyl)ester - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Application | Dialkyl azodicarboxylate is a class of compounds with both azo and carboxyl functional groups. Due to its unique electronic and structural characteristics, dialkyl azodicarboxylate has been widely used in organic synthesis as a multifunctional reagent, especially in Mitsunobu reactions, ammonification of carbonyl compounds, ammonification of unsaturated hydrocarbons and synthesis of heterocyclic compounds. It plays a very important role. In addition, azodicarboxylate can also be used as an oxidant for the dehydrogenation and oxidation of alcohols and amines. |
| preparation | add 14.8g of azodicarbonamide, 11.2g of potassium hydroxide and 100mL of water to a 250mL four-mouth flask equipped with a mechanical stirrer, a reflux condenser tube, a 100mL constant pressure drop funnel and a thermometer. Heat reflux in an oil bath and absorb the ammonia gas produced with dilute hydrochloric acid aqueous solution. Until ammonia is no longer produced, stop heating to obtain a light yellow aqueous solution. Take 27.8g of benzyl chloride and a small amount of n-tetrabutyl ammonium bromide into a constant pressure drop funnel and slowly drop under mechanical stirring. During the drop-up process, the reaction temperature is controlled below 40 ℃, and the pH is kept at 8-12. After the drop-down is completed, the reaction is heated and refluxed for 3 hours. The temperature of the above solution was reduced to room temperature, extracted with dichloromethane (100mL × 3), dried and filtered with anhydrous sodium sulfate, evaporated at normal pressure to remove dichloromethane, and the residue was distilled under reduced pressure in an oil bath to collect 25.4g of fraction with a yield of 85.2%. |
Last Update：2024-04-10 22:29:15
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Product Name: Dibenzyl azodicarboxylate Visit Supplier Webpage Request for quotationCAS: 2449-05-0
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