916320-82-6 Usage
Description
Bis(4-chlorobenzyl) azodicarboxylate, also known as DCAD, is a white crystalline compound that serves as a versatile reagent in organic synthesis. It is characterized by its ability to facilitate various chemical reactions, making it a valuable component in the preparation of different organic compounds.
Uses
Used in Organic Synthesis:
Bis(4-chlorobenzyl) azodicarboxylate is used as a reactant for the preparation of amino thioesters through guanidine-catalyzed biomimetic enantioselective decarboxylative Mannich and amination reactions of malonic acid half thioesters. This application highlights its role in the synthesis of complex organic molecules with potential pharmaceutical and chemical applications.
Used in Hydroacylation Reactions:
In the hydroacylation reaction of aldehydes, Bis(4-chlorobenzyl) azodicarboxylate is utilized in an ionic liquid (IL) medium. This application demonstrates its effectiveness in promoting the formation of desired products in a more environmentally friendly and efficient manner.
Used in Mitsunobu Coupling Reactions:
Bis(4-chlorobenzyl) azodicarboxylate, also known as DCAD, is employed as a reagent in Mitsunobu coupling reactions. This versatile reaction allows for the formation of new carbon-carbon and carbon-heteroatom bonds, which are crucial in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 916320-82-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,6,3,2 and 0 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 916320-82:
(8*9)+(7*1)+(6*6)+(5*3)+(4*2)+(3*0)+(2*8)+(1*2)=156
156 % 10 = 6
So 916320-82-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H12Cl2N2O4/c17-13-5-1-11(2-6-13)9-23-15(21)19-20-16(22)24-10-12-3-7-14(18)8-4-12/h1-8H,9-10H2/b20-19+
916320-82-6Relevant articles and documents
A convenient preparation of di-p-chlorobenzyl azodicarboxylate (DCAD) for mitsunobu couplings
Taft, Benjamin R.,Swift, Elizabeth C.,Lipshutz, Bruce H.
experimental part, p. 332 - 334 (2009/06/18)
Gram-scale synthesis of pure, bench-stable solid di-p-chlorobenzyl azodicarboxylate (DCAD) is performed in two steps without resorting to chromatography. This novel reagent effects Mitsunobu couplings with yields comparable to DEAD or DIAD, while addressi
