Dimethylglyoxime

Athanor · official

C₄H₈N₂O₂ · 116.12 g/mol

IUPAC name: (NZ)-N-[(3E)-3-hydroxyiminobutan-2-ylidene]hydroxylamine

Also called DMG, nickel test, Chugaev reagent, butanedione dioxime

Reagents

Open in Athanor

Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name: (NZ)-N-[(3E)-3-hydroxyiminobutan-2-ylidene]hydroxylamine
Synonyms: DMG, nickel test, Chugaev reagent
+ 23 more
butanedione dioxime, KOU15J9WLH, Dimethylglyoxime, (E,Z)-, UNII-KOU15J9WLH, 2,3-Butanedione, dioxime, (2E,3Z)-, 2,3-Butanedione, 2,3-dioxime, (2Z,3E)-, RefChem:200621, 2,3-di(hydroxyimino)butane, (2Z,3E)-Butane-2,3-dione dioxime, Diacetyl Dioxime, (E)-N-[(3Z)-3-(hydroxyimino)butan-2-ylidene]hydroxylamine, (NZ)-N-[(3E)-3-hydroxyiminobutan-2-ylidene]hydroxylamine, 2,3-Butanedione dioxime, DIMETHYLGLYOXIME, ACS, NSC169959, starbld0048113, SCHEMBL97807, SBB056851, AKOS005208866, CS-0362830, D0729, ST50982887, F8880-2164
Molecular formula: C₄H₈N₂O₂
Empirical formula: C₂H₄NO
Molecular weight: 116.12 g/mol
Exact mass: 116.05858
CAS number: 95-45-4
PubChem CID: 135404161
Canonical SMILES: CC(=NO)C(=NO)C
Isomeric SMILES: C/C(=N\O)/C(=N\O)/C
InChI: InChI=1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3-,6-4+
InChIKey: JGUQDUKBUKFFRO-CIIODKQPSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 8
Rings: 0
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.5
H-bond donors: 2
H-bond acceptors: 4
Rotatable bonds: 1
TPSA (Å²): 65.2
Formal charge: 0
XLogP3: 0.1 PubChem
Complexity: 112 PubChem
Stereocenters: None
Double-bond geometry: C2=N3: E · C5=N7: Z
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C41.37%
H6.94%
N24.13%
O27.56%

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: 0.69 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.93 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.37 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 116.12
log P ≤ 5 (Crippen): 0.69
H-bond donors ≤ 5: 2
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: AA BLOCKS, A2B Chem, Mcule.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.