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Chemical Structure| 90683-29-7 Chemical Structure| 90683-29-7

Structure of 90683-29-7

Chemical Structure| 90683-29-7

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Product Details of [ 90683-29-7 ]

CAS No. :90683-29-7
Formula : C5H9N3O
M.W : 127.14
SMILES Code : CC1(CN=[N+]=[N-])COC1

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Application In Synthesis of [ 90683-29-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 90683-29-7 ]

[ 90683-29-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 78385-26-9 ]
  • [ 90683-29-7 ]
YieldReaction ConditionsOperation in experiment
94% With sodium azide; tetrabutylammomium bromide; In water; for 0.5h;Reflux; A 500-ml Erlenmeyer flask was charged with NaN3 (91 g,1.4 mol), TBAB (4.5 g, 14 mmol), and water (200 ml). Themixture was vigorously stirred on a magnetic stirrer(1000 rpm) and treated by the addition of compound 2a(173.3 g, 1.0 mol). While continuing vigorous stirring, theobtained biphasic reaction mixture was refluxed for 30 min.The reaction flask was then cooled to room temperature ona water bath and, without interrupting the vigorous stirring,treated with solid NaOH (1.5 g, 35.5 mmol), followed by stirring for another 30 min. The mixture was then extractedwith benzene (3×100 ml). The extracts were combined andwashed with water (4×40 ml). The benzene solution wasdried over anhydrous MgSO4. The solvent was evaporated,the mass of residue was 118.82 g, content of AMMO (2b)more than 98%, the yield of azidation stage was 118.82 g(93.6%). The overall yield of AMMO (2b) calculated forall stages starting from metriol was 97.8 g (30.8%). 3-Azidomethyl-3-methyloxetane (2b). Colorless liquid.Bp 53 / 5.5 Torr (64-65 / 10 Torr55). IR spectrum (thinfilm), nu, cm-1: 2098 (-N3), 997 (C-O- in cyclic ethers).1 NMR spectrum (DMSO-d6), delta, ppm (J, Hz): 1.24 (3,s, 3); 3.59 (2, s, CH2N3); 4.21 (2, d, J = 5.8) and 4.33(2H, d, J = 5.8, CH2O). 13C NMR spectrum (CDCl3), delta, ppm:21.6 (s, 3); 40.1 (s, CH3CCH2N3); 58.4 (s, CH2N3); 79.9(s, CH2O). Found, %: C 47.25; H 7.15; N 33.09. C5H9N3O.Calculated, %: C 47.23; H 7.14; N 33.05
 

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