2-(dimethylamino)acetonitrile

• ChemBase ID: 108350
• Molecular Formular: C4H8N2
• Molecular Mass: 84.11972
• Monoisotopic Mass: 84.06874827
• SMILES: CN(C)CC#N
• Canonical SMILES: CN(CC#N)C
• InChI: InChI=1S/C4H8N2/c1-6(2)4-3-5/h4H2,1-2H3
• InChIKey: PLXBWEPPAAQASG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dimethylamino)acetonitrile
• IUPAC Traditional name: acetonitrile, (dimethylamino)
• Synonyms: Dimethylaminoacetonitrile; DIMETHYYLAMINOACETONITRILE; N,N-Dimethylglycinonitrile; (Dimethylamino)acetonitrile; (dimethylamino)acetonitrile; 二甲氨基乙腈; N,N-甲基氨基乙腈; (二甲氨基)乙腈

Database IDs

• CAS Number: 926-64-7
• EC Number: 213-140-4
• MDL Number: MFCD00001890
• Beilstein Number: 1735677
• PubChem SID: 24853693; 162095628
• PubChem CID: 61237

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.51708835
• LogD (pH = 7.4): -0.27798396
• Log P: -0.27389836
• Molar Refractivity: 25.052 cm^3
• Polarizability: 9.464999 Å^3
• Polar Surface Area: 27.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 137-138 °C(lit.); 137-138°C
• Flash Point: 35 °C; 36°C(96°F); 95 °F
• Density: 0.863; 0.863 g/mL at 25 °C(lit.)
• Refractive Index: 1.4100; n20/D 1.410; n20/D 1.410(lit.)
• Vapor Pressure: 760 mmHg ( 137 °C)
• Hydrophobicity(logP): -0.434

Safety Information

• RTECS: AL9450000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2378; UN2378
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 10-25-27-36
• Safety Statements: 16-26-28-36/37-45; 23-26-28-36/37-45
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H300-H310-H319; H300-H310-H319-H226
• GHS Precautionary statements: P260-P280H-P305+P351+P338-P302+P352-P309-P310; P264-P280-P301 + P310-P302 + P350-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2378 3/PG 2

Product Information

• Purity: ≥97.0% (GC); 95%; 97%; 98%
• Grade: technical
• Linear Formula: (CH3)2NCH2CN

DETAILS

MP Biomedicals - 05207050

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 228540

Packaging
5, 25 g in glass bottle

REFERENCES

• Formyl anion equivalent. Self-condensation was found to compete with alkylation in the Stork LDA procedure, but the molecule was successfully used to introduce a formyl group by S_N2' alkylation in the presence of K₂CO₃, in a synthesis of -cyclocitral: Tetrahedron Lett., 25, 3457 (1984):
  
• For a review of the use of ɑ-dialkylaminonitriles as acyl anion equivalents, see: Tetrahedron, 39, 3207 (1983).