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Di-(4-chlorobenzyl)azodicarboxylate

Name: Di-(4-chlorobenzyl)azodicarboxylate
Brand: ALDRICH

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

MDL number:

MFCD27995640

UNSPSC Code:

12352101

PubChem Substance ID:

24885598

NACRES:

NA.22

Assay

97%

form

solid

mp

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-

InChI key

UIFGGABIJBWRMG-VXPUYCOJSA-N

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Halogenation Reagents

General description

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.

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effect of negative dietary cation-anion differences on carcass characteristics and beef tenderness of Japanese Black steers.

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

Stimulating effects of a diet negative in dietary cation-anion difference on calcium absorption from the rumen in sheep.

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

Quantitative analysis of Hedgehog gradient formation using an inducible expression system.

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

Effect of dietary cation-anion difference on acid-base status and dry matter intake in dry pregnant cows.

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

Effects of shortening the close-up period length coupled with increased supply of metabolizable protein on performance and metabolic status of multiparous Holstein cows.

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

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