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Mashilabs (Shanghai) Co.,Ltd.
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| Products Intro: |
Product Name:tert-butyl N-diazocarbamate
CAS:1070-19-5
Purity:0.98
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| | tert-butyl azidoformate Basic information |
| Product Name: | tert-butyl azidoformate | | Synonyms: | tert-butyl azidoformate;(tert-Butoxycarbonyl) azide;Azido tert-butoxymethanone;Azidocarbonic acid tert-butyl ester;Azidoformic acid tert-butyl ester;t-Butyl Azidoformate;N-(tert-butyloxycarbonyl) azide;tert-butyl N-diazocarbamate | | CAS: | 1070-19-5 | | MF: | C5H9N3O2 | | MW: | 143.14386 | | EINECS: | 213-972-8 | | Product Categories: | | | Mol File: | 1070-19-5.mol |  |
| | tert-butyl azidoformate Chemical Properties |
| | tert-butyl azidoformate Usage And Synthesis |
| Uses | t-Butyl azidoformate is a convenient reagent for the acylation of amines, hydrazines, and similar compounds. | | Preparation | tert-Butyl chloroformate was prepared in solution as follows. Dry phosgene was introduced into a solution of 18 g (0.24 mol) of tert-butyl alcohol in 500 ml of anhydrous ether until about 52 g (0.5 mol) had been absorbed and the mixture was cooled in a Dry Ice-acetone bath. Then a solution of 20 g (0.28 mol) of pyridine in 200 ml of anhydrous ether was added dropwise with vigorous stirring. The reaction mixture was stored overnight in a Dry Ice box. The precipitated pyridine hydrochloride was filtered and the volume of the filtrate was reduced to -70 ml at reduced pressure with cooling in an icewater bath.This cold solution of tert-butyl chloroformate was added over 30 min to a vigorously stirred solution of 31.6 g (0.2 mol) of tetramethylguanidinium azide in 200 ml of chloroform; the temperature was kept at 0°C throughout the addition. The bath was removed and the reaction mixture stirred for an additional hour and then poured into 500 nil of ice water containing -2 ml of acetic acid. Extraction with two 60-ml portions of ether followed by careful evaporation of the dried (magnesium sulfate) organic phase gave tert-butyl azidoformate as a pale amber liquid in quantitative yield.
The Direct Preparation of tert-Butyl Azidoformate | | Synthesis Reference(s) | Journal of the American Chemical Society, 81, p. 955, 1959 DOI: 10.1021/ja01513a049
Tetrahedron Letters, 25, p. 3701, 1984 DOI: 10.1016/0040-4039(84)80109-4 | | Safety Profile | An unstable shockand
heat-sensitive explosive. It may explode
above 100°C and iptes at 143°C. When
heated to decomposition it emits toxic
fumes of NOx. See also AZIDES. |
| | tert-butyl azidoformate Preparation Products And Raw materials |
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