680850
Di-(4-chlorobenzyl)azodicarboxylate
97%
Synonym(s):
Bis(4-chlorobenzyl)azodicarboxylate, DCAD
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About This Item
Empirical Formula (Hill Notation):
C16H12Cl2N2O4
CAS Number:
Molecular Weight:
367.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Assay:
97%
Form:
solid
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-
SMILES string
O=C(/N=N\C(OCC1=CC=C(Cl)C=C1)=O)OCC2=CC=C(Cl)C=C2
InChI key
UIFGGABIJBWRMG-VXPUYCOJSA-N
assay
97%
form
solid
mp
108-112 °C
functional group
azo, chloro
Quality Level
Related Categories
General description
Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.
Application
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.
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
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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]
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
Z Wang et al.
Journal of applied microbiology, 130(3), 722-735 (2020-08-07)
The effect of increasing dietary cation-anion difference (DCAD) on rumen fermentation and ruminal microbial community in dairy cows under heat stress (HS) conditions were evaluated. This study was performed as a two-period cross-over design during the summer season, with eight
J E P Santos et al.
Journal of dairy science, 102(3), 2134-2154 (2019-01-08)
The objectives were to use meta-analytic methods to determine the effects of changes in dietary cation-anion difference (DCAD) prepartum on productive performance and health of dairy cows. The literature was systematically reviewed, searching randomized experiments with transition cows that manipulated
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