Diisopropyl Azodicarboxylate (DIAD)

Basic Information

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CAS Number

2446-83-5

Molecular Formula

C8H14N2O4

Molecular Weight

202.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Melting Point

3-5 ºC

Boiling Point

75 °C/0.25 mmHg

Refractive Index

n20/D 1.420(lit.)

SMILES

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

InChI

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

InChIKey

VVWRJUBEIPHGQF-MDZDMXLPSA-N

LogP

2.528600000000001

Topological Polar Surface Area

77.32000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

212

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

H351

H373

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

H351 Suspected of causing cancer
Carcinogenicity

H373 Causes damage to organs through prolonged or repeated exposure
Specific target organ toxicity, repeated exposure

Hazard Class

Class 9 Class 9

Sensitiveness

Light Sensitive

Synonyms & References

English

A1246
(E)-diisopropyldiazene-1,2-dicarboxylate
N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide
7W701BXX4K
Diisopropyl azodicarboxylate, 98%
SCHEMBL3878167
Diazenedicarboxylic acid, bis(1-methylethyl) ester
InChI=1/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+
DIAD Diisopropyl azodicarboxylate
CS-W018338
(E)-N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide
VVWRJUBEIPHGQF-MDZDMXLPSA-
AC-094
AMY37142
Diisopropyl azodicarboxylate
Diisopropyl (E)-1,2-diazenedicarboxylate #
SCHEMBL19256
Azodicarboxylic Acid Diisopropyl Ester
EN300-19029
AS-12551
EINECS 219-502-8
LS-13470
Diisopropyl azodiformate
Diisopropyl azodicarboxylate [MI]
DTXSID50894754
939987-56-1
BP-11463
MFCD00008875
UNII-7W701BXX4K
1,2-Diazenedicarboxylic acid 1,2-bis(1-methylethyl) ester
propan-2-yl (NE)-N-propan-2-yloxycarbonyliminocarbamate

MDL Number

MFCD00008875

Customs Code

29270000

FAQ

What is Diisopropyl Azodicarboxylate (DIAD) (CAS: 2446-83-5)?

Diisopropyl Azodicarboxylate (DIAD), with the CAS number 2446-83-5, is a colorless liquid used extensively in organic synthesis. Its chemical formula is C8H17NO4, and it exhibits strong oxidizing properties. DIAD is known for its reactivity and is commonly employed as an acylating agent in chemical reactions, particularly in the pharmaceutical industry for drug development and functional group modification.

What are the main uses of Diisopropyl Azodicarboxylate (DIAD) (CAS: 2446-83-5)?

Diisopropyl Azodicarboxylate (DIAD) is primarily used in pharmaceuticals for synthesizing complex molecules, in industry for chemical oxidation processes, and in research for organic reactions. It serves as a key reagent in the preparation of amino acid derivatives and is valued for its ability to act as an acylating agent. Additionally, DIAD is utilized in the production of fine chemicals and as a precursor in various chemical transformations.

Is Diisopropyl Azodicarboxylate (DIAD) (CAS: 2446-83-5) safe?

Diisopropyl Azodicarboxylate (DIAD) is a hazardous chemical with potential toxicity. It can cause skin irritation, respiratory issues, and is harmful if ingested. Safety precautions include using protective gear like gloves and goggles, working in a well-ventilate area, and adhering to OSHA guidelines. Proper handling is essential to minimize exposure and ensure compliance with safety standards for chemical use.

How should Diisopropyl Azodicarboxylate (DIAD) (CAS: 2446-83-5) be stored?

Diisopropyl Azodicarboxylate (DIAD) should be stored in a cool, dry, and dark place, ideally at 25°C. It requires a sealed container to prevent moisture absorption and degradation. Storage away from incompatible materials like acids or reducing agents is crucial. Due to its flammable nature, it should be kept in a fire-safe area and protected from light and heat to maintain stability and safety.