[L20155] CAS 29684-56-8 | Burgess Reagent, 96%

CAS : 29684-56-8
MDL : MFCD00077815

Other name :

(Methoxycarbonylsulfamoyl)triethylammonium hydroxide, inner saltMethyl N-(triethylammoniosulfonyl)carbamate

Chemical Properties

Formula : C8H18N2O4S
Formula weight : 238.30
Melting Point : 72-82°
Sensitivity : Store at -20°C. Moisture Sensitive.
Form : Crystalline powder
Solubility : Soluble in organic solvents.

Literature References

Mild, efficient dehydrating agent. Primary alcohols are converted to carbamates, which can be hydrolyzed to primary amines, thus providing a valuable alcohol to amine transformation. Secondary and tertiary alcohols afford olefins in synthetically useful yields: J. Org. Chem., 38, 26 (1973); Org. Synth. Coll., 6, 788 (1988). For further discussion, see: Encyclopedia of Reagents for Organic Synthesis, L. A. Paquette, Ed., Wiley, Chichester (1995), vol. 5, p. 3345. Primary amides undergo facile dehydration to nitriles, even in the presence of other functional groups including alcohols: Tetrahedron Lett., 29, 2155 (1988). Aldoximes are also dehydrated to nitriles: Synth. Commun., 30, 1509 (2000); Synlett, 1169 (2000). Formamides afford isonitriles: J. Chem. Soc., Perkin 1, 1015 (1998). 2-Acylamino carbonyl compounds undergo the Robinson-Gabriel cyclodehydration to give oxazoles, avoiding conventional harsh dehydrating agents (e.g. P2 O5, POCl3 or SOCl2 ): Synlett, 1642 (1999): The cyclization of 1,2-diacylhydrazines to 1,3,4-oxadiazoles has also been reported: Tetrahedron Lett., 40, 3275 (1999).

Notes

Store in cool place. Moisture sensitive. Incompatible with strong oxidizing agents.Other References:Beilstein: 1432131

Grade Specifications

Grade Specifications

Hazard Statements : H315-H319-H335Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements : P261-P305+P351+P338-P302+P352-P321-P405-P501aAvoid breathing dust/fume/gas/mist/vapours/spray.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.