Burgess reagent Chemical Properties

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 

14,1502

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

10-21

TSCA 

No

HS Code 

29299090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Burgess reagent Usage And Synthesis

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

Burgess reagent is a selective dehydrating reagent used in organic synthesis. It is used to convert secondary and tertiary alcohol, with an adjacent proton, into alkenes. Burgess reagent is also utilized to promote great synthetic values in medicinal chemistry. It has been used in dehydration of primary amides, formamides and primary nitroalkanes to generate nitriles, isocyanides and nitrile oxides respectively. It forms urethanes when it reacts with primary alcohols.

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.

Burgess reagent(29684-56-8)Related Product Information

• Methyl anthranilate
• Paraquat dichloride
• Ammonium hydroxide
• Ethanesulfonyl chloride
• Methyl acetate
• Methyl 2-(methylamino)benzoate
• Methylparaben
• Phenyl carbamate
• Methyl carbamate
• Acetonitrile
• Sulfanilamide
• Methanol
• Kresoxim-methyl
• Methyl acrylate
• 2-Carbomethoxybenzenesulfonamide
• Chlorpropham
• Methyl 4-aminobenzoate
• Methyl benzoylformate