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680850

Sigma-Aldrich

Di-(4-chlorobenzyl)azodicarboxylate

97%

Synonyme(s) :

Bis-(4-chlorobenzyl)azodicarboxylate, DCAD

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About This Item

Formule empirique (notation de Hill):
C16H12Cl2N2O4
Numéro CAS:
Poids moléculaire :
367.18
Numéro MDL:
Code UNSPSC :
12352101
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pf

108-112 °C

Chaîne SMILES 

O=C(/N=N\C(OCC1=CC=C(Cl)C=C1)=O)OCC2=CC=C(Cl)C=C2

InChI

1S/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-

Clé InChI

UIFGGABIJBWRMG-VXPUYCOJSA-N

Description générale

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.

Application

Reactant for preparation of:
  • Amino thioesters via guanidine-catalyzed biomimetic enantioselective decarboxylative Mannich and amination reactions of malonic acid half thioesters
  • Hydroacylation reaction of aldehydes in Ionic liquid (IL) medium
  • DCAD (di-p-chlorobenzyl azodicarboxylate) for Mitsunobu coupling reactions
Di-(4-chlorobenzyl)azodicarboxylate (DCAD) is a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings giving a readily separable hydrazine byproduct that can be recycled.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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T Amirabadi Farahani et al.
Journal of dairy science, 100(8), 6199-6217 (2017-05-30)
This experiment was conducted to compare conventional (CON; 21 d) and shortened (SH; 10 d) close-up period, and evaluate the effect of shortened close-up period combined with feeding different metabolizable protein (MP) levels on dry matter (DM) intake, metabolic status
Kyohei Ishida et al.
Animal science journal = Nihon chikusan Gakkaiho, 89(1), 132-139 (2017-09-16)
Lowering dietary cation-anion differences (DCAD) can enhance responsiveness to Ca-homeostatic hormones and increase Ca availability, which might have potential to activate a Ca-dependent protease, calpain, and to enhance postmortem myofibrillar proteolysis. In this study, we investigated the effects of DCAD
M R Wilkens et al.
Journal of animal physiology and animal nutrition, 100(1), 156-166 (2015-02-04)
The concept of feeding anionic salts in late gestation is widely used to prevent milk fever in dairy cows. While the effects of these diets on renal Ca excretion and tissue responsiveness towards parathyroid hormone have clearly been demonstrated, data
Vivian F Su et al.
BMC developmental biology, 7, 43-43 (2007-05-09)
The Hedgehog (Hh) family of secreted growth factors are morphogens that act in development to direct growth and patterning. Mutations in human Hh and other Hh pathway components have been linked to human diseases. Analysis of Hh distribution during development
Bruce H Lipshutz et al.
Organic letters, 8(22), 5069-5072 (2006-10-20)
Di-p-chlorobenzyl azodicarboxylate (DCAD) is introduced as a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings. DCAD/Ph(3)P-mediated reactions in CH(2)Cl(2) generate a readily separable hydrazine byproduct. [reaction: see text]

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