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680850

Sigma-Aldrich

Di-(4-chlorbenzyl)azodicarboxylat

97%

Synonym(e):

Bis-(4-chlorbenzyl)-azodicarbonsäure, DCAD

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About This Item

Empirische Formel (Hill-System):
C16H12Cl2N2O4
CAS-Nummer:
916320-82-6
Molekulargewicht:
367.18
MDL-Nummer:
MFCD27995640
UNSPSC-Code:
12352101
PubChem Substanz-ID:
24885598
NACRES:
NA.22

Assay

97%

Form

solid

mp (Schmelzpunkt)

108-112 °C

SMILES String

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-

InChIKey

UIFGGABIJBWRMG-VXPUYCOJSA-N

Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H317

P-Sätze

P280

Gefahreneinstufungen

Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Sigma-Aldrich

D3648

Diamid

Azodicarbonsäure-diethylester -Lösung purum, ~40% in toluene (H-NMR)

Sigma-Aldrich

11627

Azodicarbonsäure-diethylester -Lösung

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
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
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
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]
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
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Verwandter Inhalt

Lipshutz Group – Professor Product Portal

Prof. Bruce Lipshutz and co-workers have developed designer surfactants to allow several classes of transformations (e.g. Suzuki-Miyaura, Olefin Metathesis, 1,4-Addition to Enones, etc.) to be performed in water.

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