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Diisopropyl azodicarboxylate_Molecular_structure_CAS_2446-83-5)
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Diisopropyl azodicarboxylate

Catalog No. 11626 Name Sigma Aldrich
CAS Number 2446-83-5 Website http://www.sigmaaldrich.com
M. F. C8H14N2O4 Telephone 1-800-521-8956
M. W. 202.20776 Fax
Purity ≥94% (GC) Email
Storage Chembase ID: 74363

SYNONYMS

Title
偶氮二甲酸二异丙酯
IUPAC name
N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide
IUPAC Traditional name
diisopropyl azodicarboxylate
Synonyms
Diisopropyl azodiformate
DIAD

DATABASE IDS

EC Number 219-502-8
PubChem SID 24847276
MDL Number MFCD00008875
Beilstein Number 1912326
CAS Number 2446-83-5

PROPERTIES

Grade technical
Linear Formula (CH3)2CHOOCN=NCOOCH(CH3)2
Purity ≥94% (GC)
Boiling Point 75 °C/0.25 mmHg(lit.)
Density 1.027 g/mL at 25 °C(lit.)
Flash Point 106 °C
Flash Point 223 °F
Refractive Index n20/D 1.420(lit.)
Refractive Index n20/D 1.420
European Hazard Symbols Irritant Irritant (Xi)
European Hazard Symbols Nature polluting Nature polluting (N)
MSDS Link Download
RID/ADR UN 3082 9/PG 3
Risk Statements 36/38-51/53
Safety Statements 26-60
Storage Temperature 2-8°C
Hazard Class 9
UN Number 3082
Packing Group 3
German water hazard class 1

DETAILS

Description (English)
Other Notes
Reagent used in the Mitsunobu reaction, reviews8,9
Application
Reactant for preparation of:
• Chromenes resembling classical cannabinoids1
• MK-3281 inhibitor of the hepatitis C virus NS5B polymerase2
• Norbornene-based guanidine-rich polymers as mimcs of cell-penetrating peptides (CPP)3
• Analogues of the Pseudomonas aeruginosa quorum-sensing molecule N-(3-Oxododecanoyl)-l-homoserine lactone with immunosuppressive but non-LasR-inducing properties4
• Acceptor-donor-acceptor organic dyes for dye-sensitized solar cells5
• 1,3-dioxane-2-carboxylic acid derivatives as PPARα/γ dual agonists6
• Hydrazinophosphonates and hydrazinobisphosphonates via Mitsunobu and Arbuzov-type multicomponent application of the Morrison-Brunn-Huisgen betaine7
Description (简体中文)
Other Notes
用于 Mitsunobu 反应的试剂,综述8,9
Application
Reactant for preparation of:
• Chromenes resembling classical cannabinoids1
• MK-3281 inhibitor of the hepatitis C virus NS5B polymerase2
• Norbornene-based guanidine-rich polymers as mimcs of cell-penetrating peptides (CPP)3
• Analogues of the Pseudomonas aeruginosa quorum-sensing molecule N-(3-Oxododecanoyl)-l-homoserine lactone with immunosuppressive but non-LasR-inducing properties4
• Acceptor-donor-acceptor organic dyes for dye-sensitized solar cells5
• 1,3-dioxane-2-carboxylic acid derivatives as PPARα/γ dual agonists6
• Hydrazinophosphonates and hydrazinobisphosphonates via Mitsunobu and Arbuzov-type multicomponent application of the Morrison-Brunn-Huisgen betaine7

REFERENCES