|
|
| | BENZYL AZIDE Basic information |
| Product Name: | BENZYL AZIDE | | Synonyms: | (Azidomethyl)benzene, Pract.;Benzylazide 98%;triazotoluene;benzyl(diazonio)azanide;diazonio(phenylmethyl)azanide;NSC 26304;α-Azidotoluene;Benzyl azide solution, >=95.0% | | CAS: | 622-79-7 | | MF: | C7H7N3 | | MW: | 133.15 | | EINECS: | | | Product Categories: | | | Mol File: | 622-79-7.mol |  |
| | BENZYL AZIDE Chemical Properties |
| Melting point | 157℃ | | Boiling point | 81-83°C 16mm | | density | 1.0655 | | refractive index | 1.5341 | | RTECS | XS6650000 | | Fp | 82-85°C/16mm | | storage temp. | 2-8°C | | form | Liquid | | Specific Gravity | 1.0655 | | Water Solubility | Insoluble in waterMiscible with ethanol and diethyl ether. Immiscible with water. | | BRN | 636825 | | CAS DataBase Reference | 622-79-7(CAS DataBase Reference) |
| Provider | Language |
|
ALFA
| English |
| | BENZYL AZIDE Usage And Synthesis |
| Uses | Benzyl azide is used in the synthesis of 1,2,3-triazole derivatives. It serves as a reagent used to introduce a PhCH2N group into a molecule. | | Uses | BENZYL AZIDE was used in the synthesis of stable 1,2,3-triazole derivatives. | | Synthesis Reference(s) | Tetrahedron Letters, 16, p. 471, 1975 DOI: 10.1016/S0040-4039(00)71896-X
Journal of the American Chemical Society, 91, p. 4323, 1969 DOI: 10.1021/ja01043a071 | | General Description | Benzyl azide is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions. | | Safety Profile | A heat-sensitive explosive.Explosive reaction with bis(trifluoromethyl)nitroxide.Upon decomposition it emits toxic fumes of NOx. Seealso AZIDES. | | Synthesis | Sodium azide (3.58 g, 55.0 mmol) was added to DMSO (120 mL) and stirred
vigorously until fully dissolved. Benzyl bromide 168 (6.54 mL, 55 mmol)
was added. The reaction mixture was stirred at RT overnight. The
colourless liquid was worked up with water (100 mL), and extracted with
diethyl ether (3 x 100 mL). The extractions were washed with water (2 x
80 mL) and brine (80 mL). The ether layer was dried over MgSO4 and after
filtration, it was evaporated to dryness, giving benzyl azide 73 as a
colourless oil (6.9 g, 51.8 mmol, 94%): IR (neat) νm a x / cm– 1 3455, 3028,
2970, 2946, 2093, 1605, 1586, 1496, 1454, 1349, 1252; 1H NMR (400 MHz,
CDCl 3 ) δ 7.44 – 7.28 (m, 5H), 4.33 (s, 2H); 1 3C NMR (100 MHz, CDCl 3 ) δ
135.55, 129.05, 128.52, 128.44, 55.00.
 |
| | BENZYL AZIDE Preparation Products And Raw materials |
|