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29684-56-8

Basic Information
CAS No.: 29684-56-8
Name: Burgess reagent
Article Data: 10
Molecular Structure:
Molecular Structure of 29684-56-8 (Burgess reagent)
Formula: C8H18N2O4S
Molecular Weight: 238.308
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';
EINECS: -0
Density: 1.3023 (rough estimate)
Melting Point: 76-79 ºC
Appearance: off-white crystals
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 68.82000
LogP: 2.32860
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    Burgess reagent CAS No.29684-56-8

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Chemistry

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

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.

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

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.