Diisopropyl azodicarboxylate
Athanor · official
C8H14N2O4 · 202.21 g/mol
IUPAC name: propan-2-yl N-propan-2-yloxycarbonyliminocarbamate
Also called DIAD, Mitsunobu
Names and identifiers
- IUPAC name
- propan-2-yl N-propan-2-yloxycarbonyliminocarbamate
- Synonyms
- DIAD, Mitsunobu, Azodicarboxylic Acid Diisopropyl Ester
+ 38 more
Diisopropyl (E)-diazene-1,2-dicarboxylate, Diisopropyl (E)-1,2-diazenedicarboxylate, (E)-diisopropyl diazene-1,2-dicarboxylate, isopropyl N-isopropoxycarbonyliminocarbamate, 1,2-Diazenedicarboxylic Acid 1,2-Bis(1-methylethyl) Ester; Azodiformic Acid Diisopropyl Ester; DIAD; Diisopropyl Azodiformate; Diisopropyl diazodicarboxylate;, diisopropylazocarboxylate, isopropyl (NE)-N-isopropoxycarbonyliminocarbamate, isopropyl (NZ)-N-isopropoxycarbonyliminocarbamate, diisopropyazodicarboxylate, diisopropylazodicaroxylate, diisoproylazodicarboxylate, Diisopyl azodicarboxylate, Diisopropylazodicarboxlate, diisopropyl azocarboxylate, diisoproyl azodicaroxylate, diisopropyl azodicaboxylate, diisopropyl azodicaroxylate, methylethyl {[(methylethyl)oxycarbonyl]diazenyl}formate, diisopropyl-azodicarboxylate, diisopropylazo dicarboxylate, Diisopropil azodicarboxylate, Diisopropyl azodicarboxilate, di-isopropyl azodicarboxylate, di-isopropyl-azodicarboxylate, diisopropyl azo dicarboxylate, diisopropyl azo-dicarboxylate, diisopropyl azodicarboxy late, Diisopropyl azodi-carboxylate, SCHEMBL19256, SCHEMBL19257, di-iso-propyl azodicarboxylate, diisopropyl-azo-di-carboxylate, SCHEMBL444245, Bis(isopropyl) azodicarboxylate, diisopropyl azodicarboxylic acid, azodicarboxylate diisopropyl ester, Azodiformic acid diisopropyl ester, VVWRJUBEIPHGQF-KTKRTIGZSA-N
- Molecular formula
- C8H14N2O4
- Empirical formula
- C4H7NO2
- Molecular weight
- 202.21 g/mol
- Exact mass
- 202.09536
- CAS number
- 2446-83-5
- PubChem CID
- 75555
- Canonical SMILES
- CC(C)OC(=O)N=NC(=O)OC(C)C
- Isomeric SMILES
- 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
- InChIKey
- VVWRJUBEIPHGQF-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 14
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.75
- H-bond donors
- 0
- H-bond acceptors
- 4
- Rotatable bonds
- 2 computed here · PubChem 4
- TPSA (Ų)
- 77.3
- Formal charge
- 0
- XLogP3
- 2.6 PubChem
- Complexity
- 211 PubChem
- Stereocenters
- None
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C47.52%
- H6.98%
- N13.85%
- O31.65%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 2.53 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -2.55 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.01 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 202.21
- log P ≤ 5 (Crippen): 2.53
- H-bond donors ≤ 5: 0
- H-bond acceptors ≤ 10: 4
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: CAPOT, eMolecules, MolCore.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.