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Burgess reagent

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Burgess reagent manufacturers

  • Burgess reagent
  • Burgess reagent pictures
  • $1.00
  • 2019-08-06
  • CAS:29684-56-8
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: 10KG

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Burgess reagent Basic information
Product Name:Burgess reagent
Synonyms:BURGESS REAGENT;METHOXYCARBONYLSULFAMOYL-TRIETHYLAMMON. HYDROXIDE,INNER SALT;MethylN-(Triethylammoniumsulphonyl)Carbamate;METHYL N-(TRIETHYLAMMONIOSULFONYL)CARBAMATE;N,N-DIETHYL-N-(((METHOXYCARBONYL)AMINO)SULFONYL)ETHANAMINIUM, INNER SALT;BURGESS REAGENT METHYL N-(TRIETHYLAMMONIUMSULPHONYL)CARBAMATE;((methoxycarbonyl)sulfamoyl)triethylammonium;(METHOXYCARBONYLSULFAMOYL) TRIETHYLAMMONIUM HYDROX
CAS:29684-56-8
MF:C8H18N2O4S
MW:238.3
EINECS:629-648-8
Product Categories:Ammonium Polyhalides, etc. (Quaternary);Quaternary Ammonium Compounds;API intermediates;Burgess reagent;3;1;API
Mol File:29684-56-8.mol
Burgess reagent Structure
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
InChIInChI=1S/C8H18N2O4S/c1-5-10(6-2,7-3)15(12,13)9-8(11)14-4/h5-7H2,1-4H3
InChIKeyYSHOWEKUVWPFNR-UHFFFAOYSA-N
SMILES[N+](CC)(CC)(CC)S(=O)(=O)[N-]C(=O)OC
CAS DataBase Reference29684-56-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
10-21
TSCA No
HS Code 29299090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Burgess reagent Usage And Synthesis
Chemical Propertiesslightly yellow crystalline powder
HistoryThe 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.
UsesReagent for dehydration of secondary and tertiary alcohols; source of heteroatoms (N, O, S) in organic synthesis.
UsesBurgess 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.
PreparationMethoxycarbonylsulfamoyl]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
Burgess reagent Preparation Products And Raw materials
Raw materialsMethoxycarbonylsulfamoyl Chloride-->Triethylamine
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