2-methyl-4,5-dihydro-1H-imidazole

• ChemBase ID: 113876
• Molecular Formular: C4H8N2
• Molecular Mass: 84.11972
• Monoisotopic Mass: 84.06874827
• SMILES: N1=C(NCC1)C
• Canonical SMILES: CC1=NCCN1
• InChI: InChI=1S/C4H8N2/c1-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6)
• InChIKey: VWSLLSXLURJCDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-4,5-dihydro-1H-imidazole
• IUPAC Traditional name: 2-methyl-2-imidazoline
• Synonyms: 4,5-Dihydro-2-methyl-1H-imidazole; 2-Methylimidazoline; Methylglyoxalidine; Lysidine; 2-Methyl-2-imidazoline; Lysidine (chemical); 2-Methyl-4,5-dihydro-1H-imidazole; 2-甲基咪唑啉; 2-甲基-2-咪唑啉

Database IDs

• CAS Number: 534-26-9
• EC Number: 208-596-6
• MDL Number: MFCD00051490
• Beilstein Number: 104225
• Merck Index: 145635
• PubChem SID: 24863385; 162098897
• PubChem CID: 10798
• Wikipedia Title: Lysidine_(chemical)

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.0457563
• LogD (pH = 7.4): -3.015326
• Log P: -0.63069963
• Molar Refractivity: 24.3474 cm^3
• Polarizability: 9.232384 Å^3
• Polar Surface Area: 24.39 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in water, alcohol, chloroform.
• Melting Point: 87 °C (dec.); 87 °C (dec.)(lit.); 98-102°C
• Boiling Point: 197°C
• Partition Coefficient: -0.425

Safety Information

• RTECS: NI4804995
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-37; 26-37/39; S26 S37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 98%; 99%
• Empirical Formula (Hill Notation): C4H8N2

DETAILS

Sigma Aldrich - 375403

Packaging
5 g in glass bottle
Application
Reactant for: Synthesis of cyclic-amine-based dithiocarbamate chain transfer agents for RAFT polymerization1 Dehydration reactions2 Synthesis of push-pull alkenes3 Producing organic reductants for transfer hydrogenation4 Synthesis of orally available factor Xa inhibitors5