N,N-dimethyl-4-nitrosoaniline

• ChemBase ID: 87433
• Molecular Formular: C8H10N2O
• Molecular Mass: 150.1778
• Monoisotopic Mass: 150.07931295
• SMILES: N(=O)c1ccc(cc1)N(C)C
• Canonical SMILES: O=Nc1ccc(cc1)N(C)C
• InChI: InChI=1S/C8H10N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6H,1-2H3
• InChIKey: CMEWLCATCRTSGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-dimethyl-4-nitrosoaniline
• IUPAC Traditional name: NDMA
• Synonyms: 1-(Dimethylamino)-4-nitrosobenzene; N,N-Dimethyl-4-nitrosoaniline; 4-Nitroso-N,N-dimethylaniline; N,N-Dimethyl-4-nitrosoaniline; N,N-二甲基-4-亚硝基苯胺

Database IDs

• CAS Number: 138-89-6
• EC Number: 205-343-1
• MDL Number: MFCD00002063
• Beilstein Number: 607293
• Merck Index: 146638
• PubChem SID: 162074512; 24893522
• PubChem CID: 8749

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1580286
• LogD (pH = 7.4): 2.1589854
• Log P: 2.1589978
• Molar Refractivity: 46.06 cm^3
• Polarizability: 16.151865 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 84-87°C; 85-87 °C(lit.); 85-87°C
• Density: 1.150

Safety Information

• Storage Warning: Highly Flammable/Toxic/Carcinogenic
• RTECS: BX7175000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1369; UN1369
• German water hazard class: 3
• Hazard Class: 4.2
• Packing Group: 2; II
• Risk Statements: 11-24/25-33-40; 11-25-36/37/38-43
• Safety Statements: 16-20-27-36/37-45; 16-26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H251-H301-H310-H351-H373; H251-H301-H315-H317-H319-H335
• GHS Precautionary statements: P210-P241-P301+P310-P361-P405-P501A; P235 + P410-P261-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1369 4.2/PG 2

Product Information

• Purity: 97%; 98%
• Linear Formula: ONC6H4N(CH3)2

DETAILS

Sigma Aldrich - D172405

Packaging
25, 100 g in glass bottle

REFERENCES

• Reagent for the conversion of toluenes with activated methyl groups to aldehydes, by condensation and subsequent hydrolysis of the imine: Org. Synth. Coll., 2, 223 (1943):
  
• Similarly, converts benzylpyridinium salts to aldehydes (Krohnke reaction): Org. Synth. Coll., 5, 825 (1973).