1H-imidazole-4,5-dicarbonitrile

• ChemBase ID: 69493
• Molecular Formular: C5H2N4
• Molecular Mass: 118.09618
• Monoisotopic Mass: 118.02794608
• SMILES: c1nc(c([nH]1)C#N)C#N
• Canonical SMILES: N#Cc1[nH]cnc1C#N
• InChI: InChI=1S/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)
• InChIKey: XGDRLCRGKUCBQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazole-4,5-dicarbonitrile
• IUPAC Traditional name: 1H-imidazole-4,5-dicarbonitrile
• Synonyms: Imidazole-4,5-dicarbonitrile; 4,5-Imidazoledicarbonitrile; 4,5-Dicyanoimidazole; 4,5-Dicyano-1H-imidazole; 1H-Imidazole-4,5-dicarbonitrile 99%; 1H-imidazole-4,5-dicarbonitrile; Imidazole-4,5-dicarbonitrile solution; 4,5-Dicyanoimidazole solution; 4,5-Dicyanoimidazole; 4,5-咪唑二甲腈; 4,5-二氰基咪唑; 咪唑-4,5-二甲腈 溶液; 4,5-二氰基咪唑 溶液

Database IDs

• CAS Number: 1122-28-7
• EC Number: 214-344-6
• MDL Number: MFCD00005194
• Beilstein Number: 118208
• PubChem SID: 162035219; 24859426; 24881318; 24879368; 24885441
• PubChem CID: 70729

CALCULATED PROPERTIES

• Acid pKa: 8.230845
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.12790468
• LogD (pH = 7.4): -0.18049781
• Log P: -0.12718038
• Molar Refractivity: 29.9615 cm^3
• Polarizability: 10.869005 Å^3
• Polar Surface Area: 76.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-175 °C(lit.); 168-175°C; 173-177°C; 174-178 °C
• Flash Point: 41 °F; 5 °C
• Density: 0.791 g/mL at 25 °C
• Hydrophobicity(logP): -0.638

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Flammable (F); X; Irritant (Xi); Harmful (Xn)
• UN Number: 1648
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-20/21/22-37/38-41; 22-37/38-41; 37/38-41
• Safety Statements: 16-26-36/37/39; 26-36/37/39-60; 26-39
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H315-H318-H332-H335; H315-H318-H335; H318-H315-H302-H335
• GHS Precautionary statements: P210-P261-P280-P305 + P351 + P338; P261-P280-P305 + P351 + P338; P280H-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2

Product Information

• Purity: ≥97.0% (HPLC); 95%; 95+%; 97%; 98%; 98+%; 99.0%
• Concentration: 0.25 M in acetonitrile
• Grade: purum
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C5H2N4

DETAILS

Sigma Aldrich - 324132

Packaging
5 g in glass bottle

Sigma Aldrich - 554030

Packaging
1 kg in glass bottle
5, 25 g in glass bottle

Sigma Aldrich - 591254

Packaging
200 L in Pure-Pac™ 1

Sigma Aldrich - 67864

Other Notes
Activator of nucleoside phosphoramidites in oligonucleotide synthesis1