Methane sulfonyl azide
- Product Name
- Methane sulfonyl azide
- CAS No.
- 1516-70-7
- Chemical Name
- Methane sulfonyl azide
- Synonyms
- Methylsulfonyl azide;Methane sulfonyl azide;METHANE SULPHONYLAZIDE;N-diazomethanesulfonamide;Methanesulfonic acid azide;Methane Sulphonyl Azide-Bulk
- CBNumber
- CB51466147
- Molecular Formula
- CH3N3O2S
- Formula Weight
- 0
- MOL File
- 1516-70-7.mol
Methane sulfonyl azide Property
- Melting point:
- 91-92 °C
- Boiling point:
- 59-60 °C(Press: 17 Torr)
- Density
- 1.4361 g/cm3
- refractive index
- 1.4675
- solubility
- sol Et2O, MeOH, MeCN; sparingly sol 95% EtOH, cold H2O.
- Appearance
- low-melting white solid or clear, colorless oil
- InChI
- InChI=1S/CH3N3O2S/c1-7(5,6)4-3-2/h1H3
- InChIKey
- BHQIGUWUNPQBJY-UHFFFAOYSA-N
- SMILES
- CS(N=[N+]=[N-])(=O)=O
Methane sulfonyl azide Chemical Properties,Usage,Production
Uses
Methane sulfonyl azide is used as a diazo transfer reagent for activated methylene,[1] methine,[1,2] and methyl[3] groups; functionalization of double and triple bonds.
Preparation
Preparative Methods of Methane sulfonyl azide: reaction of Methanesulfonyl Chloride with Sodium Azide in MeOH(EtOH)/H2O[1,3] or acetone[2] (55-61 or 96% yields, respectively). By substituting acetone for methanol, the formation of MeSO2OMe is avoided and the reagent is obtained in >95% purity.
storage
Methane sulfonyl azide should be stored in the cold and the dark. Explosive when heated above 130 °C. No experimentalists have reported any difficulty handling MsN3, but proper caution should be used, as with all azide reagents. Use in a fume hood.
Purification Methods
Purification of Methane sulfonyl azide: crystallization from ether in dry-ice/acetone or from 95% EtOH at -75 °C; distillation in vacuo.
References
1. (a) Taber, D. F.; Ruckle, R. E.; Hennessy, M. J. JOC 1986, 51, 4077. (b) Taber, D. F.; Hennessy, M. J.; Lovey, J. P.
JOC 1992, 57, 436.
2. Danheiser, R. L.; Miller, R. F.; Brisbois, R. G.; Park, S. Z. JOC 1990, 55, 1959.
3. Shatzmiller, S.; Bercovici, S. LA 1992, 877.
Methane sulfonyl azide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methane sulfonyl azide manufacturers
- Product
- Methane sulfonyl azide 1516-70-7
- Price
- US $85.00-850.00/kg
- Min. Order
- 10kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-11-08