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Merck
CN

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:
916320-82-6
Molecular Weight:
367.18
NACRES:
NA.22
PubChem Substance ID:
24885598
UNSPSC Code:
12352101
MDL number:
MFCD27995640

Key Documents

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Product Name

Di-(4-chlorobenzyl)azodicarboxylate, 97%

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

200

Related Categories

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

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000425458
0000425458
0000253849
0000253849
0000213649

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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
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
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
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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