1972-28-7 Usage
Chemical Description
Different sources of media describe the Chemical Description of 1972-28-7 differently. You can refer to the following data:
1. Diethyl azodicarboxylate is a reagent used in organic synthesis to introduce azo groups.
2. Diethyl azodicarboxylate is another oxidant used in the preparation of compound 32.
Chemical Properties
Clear orange to orange-red liquid
Uses
Different sources of media describe the Uses of 1972-28-7 differently. You can refer to the following data:
1. A fluorescent CDK inhibitor for treatment of cancer
2. Reactant for preparation of:Immunostimulants α-GalactosylceramidesCellotriose and cellotetraose analogues as transition state mimics for mechanistic studies of cellulasesBisubstrate inhibitors with molecular recognition at the active site of catechol-O-methyltransferaseDerivatives of F200 and S383 with cannabinoid CB1 receptor binding activitiesAza-β-lactams via NHC-catalyzed [2 + 2] cycloaddition with ketenesReagent for:Annulation of N-protected iminesα-thiocyanation of enolizable ketones with ammonium thiocyanateDiels-Alder reactions
General Description
DOT Special Approval Submission is Under Review. Availability is Estimated as March 2012.
Purification Methods
Dissolve DEAD in toluene, wash it with 10% NaHCO3 till neutral (may require several washes if too much hydrolysis had occurred: check IR for OH bands), then wash with H2O (2x), dry over Na2SO4, filter, evaporate the toluene and distil it through a short Vigreux column (p 11) at as high a vacuum as possible. The main portion boils at 107-111o/15mm. Since it is likely to explode, use an oil bath for heating the still and all operations should be carried -out behind an adequate shield. [Rabjohn Org Synth Coll Vol III 375 1955, see Kauer Org Synth Coll Vol IV 412 1963]. [Beilstein 3 III 233.] It is commercially available as a 40% solution in toluene. This reagent is useful in the Mitsunobu reaction [Mitsunobu Synthesis 1 1981, Gennari et al. J Am Chem Soc 108 6394 1986, Evans et al. J Am Chem Soc 108 6394 1986, Hughes Org React 42 335 1992, Dodge et al. Org Synth 73 110 1996, Hughes Org Prep Proc Int 28 127 1996, Ferguson & Marcelle J Am Chem Soc 128 4576 2006; see also di-tert-butyl azodicarboxylate above and DIAD below]. § A polystyrene supported DEAD version is commercially available with a loading of ~1.2mmol/g.
Check Digit Verification of cas no
The CAS Registry Mumber 1972-28-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,7 and 2 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1972-28:
(6*1)+(5*9)+(4*7)+(3*2)+(2*2)+(1*8)=97
97 % 10 = 7
So 1972-28-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H10N2O4/c1-5(9)11-3-7-8-4-12-6(2)10/h3-4H2,1-2H3/b8-7+
1972-28-7Relevant articles and documents
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Buechi et al.
, p. 37,39, 40 (1962)
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Synthesis and neuroprotective properties of isosteric analogs of nicotine
Matveeva,Podrugina,Morozkin,Tkachenko,Zefirov
, p. 1149 - 1153 (2000)
A method has been developed for the synthesis of isosteric analogs of nicotine involving ethers of S(-)-1-2-pyrrolidinemethanol and S(-)-1-2-pyrrolidineethanol based on the Mitsunobu reaction. The results of testing the synthesized compounds as calcium channel blockers are presented.
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Reynolds,Hauser
, p. Warnungsbeilage (1958)
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METHOD FOR PRODUCING AZO COMPOUNDS
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Paragraph 0050; 0051, (2018/08/22)
PROBLEM TO BE SOLVED: To provide a method that can produce azo compounds at good yields by making oxygen or an oxygen-containing gas act on hydrazo compounds when oxidatively dehydrogenating them. SOLUTION: Azo compounds are produced by making oxygen or an oxygen-containing gas act on hydrazo compounds in the presence of at least one compound selected from the group consisting of vanadium and cerium compounds, the oxidation reaction to be performed without using a solvent. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Photocatalytic esterification under Mitsunobu reaction conditions mediated by flavin and visible light
M?rz,Chudoba,Kohout,Cibulka
supporting information, p. 1970 - 1975 (2017/03/11)
The usefulness of flavin-based aerial photooxidation in esterification under Mitsunobu reaction conditions was demonstrated, providing aerial dialkyl azodicarboxylate recycling/generation from the corresponding dialkyl hydrazine dicarboxylate. Simultaneously, activation of triphenylphosphine (Ph3P) by photoinduced electron transfer from flavin allows azo-reagent-free esterification. An optimized system with 3-methylriboflavin tetraacetate (10%), oxygen (terminal oxidant), visible light (450 nm), Ph3P, and dialkyl hydrazine dicarboxylate (10%) has been shown to provide efficient and stereoselective coupling of various alcohols and acids to esters with retention of configuration.