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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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Diamid

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
R Zimpel et al.
Journal of dairy science, 101(9), 8461-8475 (2018-07-05)
The objective was to determine if the reduction in dry matter (DM) intake of acidogenic diets is mediated by inclusion of acidogenic products, content of salts containing Cl, or changes in acid-base status. The hypothesis was that a decrease in
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
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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