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Merck
모든 사진(6)

Key Documents

225541

Sigma-Aldrich

Diisopropyl azodicarboxylate

98%

동의어(들):

DIAD, Diisopropyl azodiformate

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About This Item

Linear Formula:
(CH3)2CHOOCN=NCOOCH(CH3)2
CAS Number:
Molecular Weight:
202.21
Beilstein:
1912326
MDL number:
UNSPSC 코드:
12352302
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

98%

형태

liquid

불순물

≤2% dichloromethane

refractive index

n20/D 1.420 (lit.)

bp

75 °C/0.25 mmHg (lit.)

density

1.027 g/mL at 25 °C (lit.)

작용기

azo

저장 온도

2-8°C

SMILES string

CC(C)OC(=O)\N=N\C(=O)OC(C)C

InChI

1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+

InChI key

VVWRJUBEIPHGQF-MDZDMXLPSA-N

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일반 설명

Reacted with dioxaphosphorinanes and iron catalyst to generate rearranged phosphonium ylide products.

애플리케이션

Diisopropyl azodicarboxylate (DIAD) is a commonly used reagent in organic synthesis for the preparation of useful chemical intermediates. It is often used in the Mitsunobu and aza-Baylis-Hillman reaction. DIAD is also used as a selective deprotecting agent of N-benzyl groups.
Reactant for preparation of:
  • Chromenes resembling classical cannabinoids
  • MK-3281 inhibitor of the hepatitis C virus NS5B polymerase
  • Norbornene-based guanidine-rich polymers as mimcs of cell-penetrating peptides (CPP)
  • Analogues of the Pseudomonas aeruginosa quorum-sensing molecule N-(3-Oxododecanoyl)-l-homoserine lactone with immunosuppressive but non-LasR-inducing properties
  • Acceptor-donor-acceptor organic dyes for dye-sensitized solar cells
  • 1,3-dioxane-2-carboxylic acid derivatives as PPARα/γ dual agonists
  • Hydrazinophosphonates and hydrazinobisphosphonates via Mitsunobu and Arbuzov-type multicomponent application of the Morrison-Brunn-Huisgen betaine

픽토그램

Health hazardExclamation markEnvironment

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

222.8 °F

Flash Point (°C)

106 °C

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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