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Burgess reagent

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Name

Burgess reagent

EINECS -0
CAS No. 29684-56-8 Density 1.3023 (rough estimate)
PSA 68.82000 LogP 2.32860
Solubility N/A Melting Point 76-79 ºC
Formula C8H18N2O4S Boiling Point N/A
Molecular Weight 238.308 Flash Point N/A
Transport Information N/A Appearance off-white crystals
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 29684-56-8 (Burgess reagent) Hazard Symbols IrritantXi
Synonyms

Ammonium,(carboxysulfamoyl)triethyl-, hydroxide, inner salt, methyl ester (8CI);Ethanaminium, N,N-diethyl-N-[[(methoxycarbonyl)amino]sulfonyl]-, inner salt(9CI);7-Oxa-4-thia-3,5-diazaoctane-2,4-diaminium,3,3-diethyl-6-oxo-, inner salt 4,4-dioxide;Reagents, Burgess';

Article Data 10

Burgess reagent Chemical Properties

Molecule structure of Burgess reagent (CAS NO.29684-56-8):

IUPAC Name: (1E)-1-Methoxy-N-(triethylazaniumyl)sulfonylmethanimidate 
Molecular Weight: 238.30452 g/mol
Molecular Formula: C8H18N2O4
Melting Point: 76-79 °C(lit.)
Storage Temp.: −20 °C
Sensitive: moisture sensitive
XLogP3-AA: 2
H-Bond Acceptor: 5
Rotatable Bond Count: 6
Exact Mass: 238.098728
MonoIsotopic Mass: 238.098728
Topological Polar Surface Area: 78.8
Heavy Atom Count: 15
Canonical SMILES: CC[N+](CC)(CC)S(=O)(=O)N=C([O-])OC
Isomeric SMILES: CC[N+](CC)(CC)S(=O)(=O)/N=C(\[O-])/OC
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
Product Categories: API intermediates; Ammonium Polyhalides, etc. (Quaternary); Quaternary Ammonium Compounds

Burgess reagent Uses

 Burgess reagent (CAS NO.29684-56-8) is a mild and selective dehydrating reagent often used in organic chemistry. It is also used to convert secondary and tertiary alcohol with an adjacent proton into alkenes.

Burgess reagent Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
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

Burgess reagent Specification

 Burgess reagent (CAS NO.29684-56-8) is also named as (Carboxysulfamoyl)triethylammonium hydroxide inner salt methyl ester ; (Methoxycarbonylsulfamoyl)triethylammonium hydroxide inner salt ; 3,3,3-Triethyl-1-(methoxycarbonyl)diazathian-3-ium-1-ide 2,2-dioxide ; ammonium, triethyl[[(methoxycarbonyl)amino]sulfonyl]-, inner salt ; Burgess' reagent ; N,N-Diethyl-N-[[(methoxycarbonyl)amino]sulfonyl]ethanaminium inner salt ; ((methoxycarbonyl)sulfamoyl)triethylammonium ; (Methoxycarbonylsulfamoyl)triethylammonium hydroxide, inner salt . Burgess reagent (CAS NO.29684-56-8) is slightly yellow crystalline powder. The Burgess reagent is a carbamate and a so-called inner salt.

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