N-(propan-2-ylidene)hydroxylamine

• ChemBase ID: 110519
• Molecular Formular: C3H7NO
• Molecular Mass: 73.09378
• Monoisotopic Mass: 73.05276385
• SMILES: CC(=NO)C
• Canonical SMILES: ON=C(C)C
• InChI: InChI=1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3
• InChIKey: PXAJQJMDEXJWFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(propan-2-ylidene)hydroxylamine
• IUPAC Traditional name: acetone oxime
• Synonyms: Acetoxime; 2-Propanone oxime; Propan-2-one oxime; acetone oxime; ACETOXIME; Acetone oxime; 丙酮肟

Database IDs

• CAS Number: 127-06-0
• EC Number: 204-820-1
• MDL Number: MFCD00002118
• Beilstein Number: 1560146
• Merck Index: 1475
• PubChem SID: 162096512; 24890499
• PubChem CID: 67180

CALCULATED PROPERTIES

• Acid pKa: 11.821526
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.11338094
• LogD (pH = 7.4): 0.11571237
• Log P: 0.115759596
• Molar Refractivity: 20.0165 cm^3
• Polarizability: 7.6842756 Å^3
• Polar Surface Area: 32.59 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 59-61 °C; 60 - 63°C; 60-63 °C(lit.); 60-63°C
• Boiling Point: 133-135°C; 135 °C(lit.)
• Flash Point: 60°C(140°F)
• Density: 0.901; 0.901 g/mL at 25 °C(lit.)
• Hydrophobicity(logP): 0.122

Safety Information

• RTECS: AL6825000
• European Hazard Symbols: Flammable (F)
• UN Number: UN1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: III
• Risk Statements: 11
• TSCA Listed: 是
• GHS Pictograms: GHS02
• GHS Hazard statements: H228
• GHS Precautionary statements: P210-P241-P280-P240-P370+P378A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC); 95%; 95+%; 98%
• Grade: purum
• Linear Formula: (CH3)2C=NOH

DETAILS

MP Biomedicals - 05215383

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A10507

Packaging
100, 500 g in poly bottle

REFERENCES

• Aldehydes and ketones can be converted to their oximes in high yield by an exchange process involving heating with acetone oxime in acetic acid at 110^o: J. Prakt. Chem., 331, 870 (1989).
• N-Protected form of hydroxylamine. For O-alkylation with sodium bromoacetate, and acid hydrolysis to O-carboxymethylhydroxylamine hydrochloride, see: Org. Synth. Coll., 3, 172 (1955).
• For use of this and other simple oximes in the formation, by DCC-coupling, of active esters of N-protected oligopeptides, which react with C-protected amino acids to give peptides in high yield, see: Chem. Pharm. Bull., 17, 2937 (1969). See Appendix 6.