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29684-56-8

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  • China Largest factory Manufacturer Supply High Quality Burgess reagent/MethylN-(Triethylammoniumsulphonyl)Carbamate CAS 29684-56-8

    Cas No: 29684-56-8

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29684-56-8 Usage

Chemical Properties

slightly yellow crystalline powder

Uses

Different sources of media describe the Uses of 29684-56-8 differently. You can refer to the following data:
1. Reagent for dehydration of secondary and tertiary alcohols; source of heteroatoms (N, O, S) in organic synthesis.
2. 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.

Check Digit Verification of cas no

The CAS Registry Mumber 29684-56-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,6,8 and 4 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 29684-56:
(7*2)+(6*9)+(5*6)+(4*8)+(3*4)+(2*5)+(1*6)=158
158 % 10 = 8
So 29684-56-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H18N2O4S.H2O/c1-5-10(6-2,7-3)15(12,13)9-8(11)14-4;/h5-7H2,1-4H3;1H2

29684-56-8 Well-known Company Product Price

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  • Alfa Aesar

  • (L20155)  Burgess Reagent, 96%   

  • 29684-56-8

  • 1g

  • 743.0CNY

  • Detail
  • Alfa Aesar

  • (L20155)  Burgess Reagent, 96%   

  • 29684-56-8

  • 5g

  • 2649.0CNY

  • Detail
  • Alfa Aesar

  • (L20155)  Burgess Reagent, 96%   

  • 29684-56-8

  • 25g

  • 9770.0CNY

  • Detail
  • Aldrich

  • (365483)  (Methoxycarbonylsulfamoyl)triethylammoniumhydroxide,innersalt  97%

  • 29684-56-8

  • 365483-1G

  • 957.06CNY

  • Detail

29684-56-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (1E)-1-methoxy-N-(triethylazaniumyl)sulfonylmethanimidate

1.2 Other means of identification

Product number -
Other names (Methoxycarbonylsulfamoyl)triethylammonium hydroxide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:29684-56-8 SDS

29684-56-8Relevant articles and documents

Crystal Structure of Burgess Inner Salts and their Hydrolyzed Ammonium Sulfaminates

Arduengo, Anthony J.,Uchiyama, Yosuke,DIxon, David A.,Vasiliu, Monica

, p. 867 - 873 (2019/09/03)

The solid-state structures of the Burgess reagent, and its analogous ethyl ester reveal structures indicative of triethylamine solvated sulfonyl imides rather than the more commonly depicted triethylammonium sulfonyl amidate. The existence of a reversibly formed hydrate of Burgess reagent is not supported by present studies, but rather a hydrosylate that does not revert to the Burgess reagent with gentle warming under vacuum was isolated and characterised. Structures of the hydrosylates from both the methyl- and ethyl-amidate esters were determined from X-ray crystallographic analysis and are reported. The crystal structures of the Burgess inner salts exhibit geometries at the sulfur atoms that are intermediate between a planar O2S=NCO2R unit and tetrahedral 4-coordinate sulfur centres that would be expected from a strong single (dative) bond between the triethylamine nitrogen and sulfur. The hydrolysed ammonium sulfaminates are water soluble intermolecular salts composed of triethylammonium ions, Et3NH+, and N-(alkoxycarbonyl)sulfaminate, O(-)SO2NHCO2R {R = CH3 or C2H5}.

A novel, easy and mild preparation of sulfilimines from sulfoxides using the Burgess reagent

Raghavan, Sadagopan,Mustafa, Shaik,Rathore, Kailash

, p. 4256 - 4259 (2008/09/21)

A novel preparation of sulfilimines from the corresponding sulfoxides using the Burgess reagent is described. The reaction is general to dialkyl- and aryl alkyl sulfoxides and proceeds under mild conditions in benzene. A variety of protecting groups can be introduced on the nitrogen of the sulfilimine by choosing the appropriate Burgess reagent.

Stereoselective thermal rearrangement of syn-7-(1,2-Butadienyl)-1-methylbicyclo[2.2.1]hept-2-ene [syn-7-(3-Methylallenyl)-1-methylnorbornene]

Duncan, James A.,Hendricks, Robert T.,Kwong, Katy S.

, p. 8433 - 8442 (2007/10/02)

The synthesis and separate thermal rearrangements of (±)-(1R*,4S*,7S*)-7-[(R*)-1,2-butadienyl]-1- methylbicyclo[2.2.1]hept-2-ene (8a) and (±)-(1R*,4S*,7S*)-7-[(S*)-1,2-butadienyl]-1- methylbicyclo[2.2.1]hept-2-ene (8b) are described. Both 8a and 8b are shown to rearrange to (±)-cis-1-ethylidene-3a,4,5,7a-tetrahydro-6-methylindene (9) and (±)-cis-1-ethylindene-3a,4,5,7a-tetrahydro-3a-methylindene (10) with greater than 90% stereoselectivity. Epimer 8a gives predominantly (E)-9 and (Z)-10, whereas 8b gives predominantly (Z)-9 and (E)-10, results consistent with either a six-electron [σ2s + π2s + π2s] Cope or eight-electron [σ2s + π2s + (π2s + π2a)] augmented Cope process. Stereochemical assignments (8a vs 8b, (E)-9 vs (Z)-9, and (E)-10 vs (Z)-10) are based upon experiments in nuclear Overhauser effect (NOE) difference spectroscopy.

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