| Identification | More | [Name]
Burgess reagent | [CAS]
29684-56-8 | [Synonyms]
BURGESS REAGENT
(METHOXYCARBONYLSULFAMOYL)TRIETHYLAMMONIUM HYDROXIDE
(METHOXYCARBONYLSULFAMOYL)TRIETHYLAMMONIUM HYDROXIDE, INNER SALT
METHYL N-(TRIETHYLAMMONIOSULFONYL)CARBAMATE
N,N-DIETHYL-N-(((METHOXYCARBONYL)AMINO)SULFONYL)ETHANAMINIUM, INNER SALT
METHOXYCARBONYLSULFAMOYL-TRIETHYLAMMON. HYDROXIDE,INNER SALT
MethylN-(Triethylammoniumsulphonyl)Carbamate
BURGESS REAGENT METHYL N-(TRIETHYLAMMONIUMSULPHONYL)CARBAMATE
((methoxycarbonyl)sulfamoyl)triethylammonium
(METHOXYCARBONYLSULFAMOYL) TRIETHYLAMMONIUM HYDROX
(METHOXYCARBONYLSULFAMOYL)TRIETHYLAMMONIUM HYDROXIDE, INNER SALT (BURGESS REAGENT)
Burgess
(methoxycarbonylsulfamoyl)triethylammonium hydroxide, salt
Burgess reagent, Methyl N-(triethylammoniosulfonyl)carbamate
(Methoxycarbonylsulfamoyl)triethylammonium hydroxide, 97%, inner salt
(Methoxycarbonyl)[(triethylaminio)sulfonyl]amineanion
[(Triethylaminio)sulfonyl](methoxycarbonyl)amineanion
Methoxycarbonyl(triethylaminiosulfonyl)amineanion
N-(Triethylaminiosulfonyl)-1-oxo-2-oxa-1-propanamine anion
Triethylaminiosulfonyl(methoxycarbonyl)amineanion | [EINECS(EC#)]
629-648-8 | [Molecular Formula]
C8H18N2O4S | [MDL Number]
MFCD00077815 | [Molecular Weight]
238.3 | [MOL File]
29684-56-8.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow crystalline powder | [Melting point ]
76-79 °C(lit.)
| [density ]
1.3023 (rough estimate) | [refractive index ]
1.6300 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Soluble in organic solvents. | [form ]
Crystalline Powder | [color ]
Slightly yellow | [Sensitive ]
Moisture Sensitive | [Merck ]
1502 | [BRN ]
1432131 | [InChI]
InChI=1S/C8H18N2O4S/c1-5-10(6-2,7-3)15(12,13)9-8(11)14-4/h5-7H2,1-4H3 | [InChIKey]
YSHOWEKUVWPFNR-UHFFFAOYSA-N | [SMILES]
[N+](CC)(CC)(CC)S(=O)(=O)[N-]C(=O)OC | [CAS DataBase Reference]
29684-56-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
No | [HS Code ]
29299090 |
| Hazard Information | Back Directory | [Chemical Properties]
slightly yellow crystalline powder | [History]
The Burgess reagent has been introduced in 1968 and shown shortly afterwards to act as a mild and selective dehydrating reagent. Next to its importance in the construction of olefins from secondary and tertiary alcohols, the Burgess reagent was also utilized to promote several other transformations of great synthetic values in medicinal chemistry. | [Uses]
Reagent for dehydration of secondary and tertiary alcohols; source of heteroatoms (N, O, S) in organic synthesis. | [Preparation]
Methoxycarbonylsulfamoyl]triethylammonium hydroxide, inner salt is easily prepared in two simple steps from chlorosulfonyl isocyanate as shown in the following scheme. The white crystalline solid Burgess reagent (m.p : 71-72°C from toluene) is air and moisture sensitive and, as such, needs to be stored in the cold and under an inert atmosphere.
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