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D90008

Diethyl azodicarboxylate

Name: Diethyl azodicarboxylate
Brand: ALDRICH

Synonym(s):

DEAD

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About This Item

Linear Formula:

C₂H₅OCON=NCOOC₂H₅

CAS Number:

1972-28-7

Molecular Weight:

174.15

EC Number:

217-821-7

UNSPSC Code:

12352108

PubChem Substance ID:

329798884

Beilstein/REAXYS Number:

908662

MDL number:

MFCD00009103

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Properties

form

liquid

impurities

<3% dichloromethane

refractive index

n20/D 1.43 (lit.)

bp

106 °C/13 mmHg (lit.)

density

1.106 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)\N=N\C(=O)OCC

InChI

1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+

InChI key

FAMRKDQNMBBFBR-BQYQJAHWSA-N

Description

Application

Reagent used in Mitsunobu and Diels-Alder reactions, as well as in allylic amination of alkenes.

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pictograms

GHS01,GHS07

signalword

Danger

hcodes

H201,H315,H319,H332,H335

pcodes

P210 - P230 - P250 - P304 + P340 + P312 - P370 + P372 + P380 + P373 - P503

Hazard Classifications

Acute Tox. 4 Inhalation - Expl. 1.1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

1 - Explosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Regulatory Information

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The Journal of Organic Chemistry, 58, 4979-4979 (1993)

Matrix metalloproteinase inhibitors containing a (carboxyalkyl)amino zinc ligand: modification of the P1 and P2' residues.

F K Brown et al.

Journal of medicinal chemistry, 37(5), 674-688 (1994-03-04)

Systematic modification of the presumed P1 side chain in a series of (carboxyalkyl)amino-based inhibitors of matrix metalloproteinases enabled identification of the 2-(1,3-dihydro-1,3-dioxo-2H-benz[f]isoindol-2-yl)ethyl group as a preferred substituent imparting potent inhibition of the enzymes collagenase and gelatinase. It was subsequently found

The Journal of Organic Chemistry, 58, 5261-5261 (1993)

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