1H-imidazole

• ChemBase ID: 89483
• Molecular Formular: C3H4N2
• Molecular Mass: 68.07726
• Monoisotopic Mass: 68.03744814
• SMILES: n1c[nH]cc1
• Canonical SMILES: c1ncc[nH]1
• InChI: InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
• InChIKey: RAXXELZNTBOGNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazole
• IUPAC Traditional name: Him; imidazole
• Synonyms: Glyoxalin; 1,3-Diazole; 1,3-Diaza-2,4-Cyclopentadiene; Iminazole; Imutex; Miazole; IMIDAZOLE; Glyoxaline solution; Imidazole solution; Imidazole buffer Solution; Glyoxaline; 3-Azapyrrole; 1H-Imidazole; glyoxaline (archaic); Imidazole; Ondansetron impurity E (Ph Eur); 1,3-Diazacyclopenta-2,4-diene; 1H-Imidazole; 甘恶啉 溶液; 1,3-二氮杂-2,4-环戊二烯; 甘恶啉; 咪唑

Database IDs

• CAS Number: 1834623; 288-32-4
• EC Number: 206-019-2
• MDL Number: MFCD00005183
• Beilstein Number: 103853
• Merck Index: 144912
• PubChem SID: 24880370; 24895975; 24895898; 24885729; 24880372; 24880368; 24895896; 162076363; 24896072
• PubChem CID: 795
• CHEBI ID: 16069
• CHEMBL: 540
• Chemspider ID: 773
• KEGG ID: C01589
• Wikipedia Title: Imidazole

CALCULATED PROPERTIES

• Acid pKa: 13.396939
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.69591075
• LogD (pH = 7.4): -0.24231982
• Log P: -0.14522421
• Molar Refractivity: 19.0128 cm^3
• Polarizability: 7.142212 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; H2O: soluble0.1 M at 20 °C, clear, colorless; Methanol; Soluble in water
• Apperance: white crystalline; white or pale yellow solid; White Solid; white to off-white crystalline
• Melting Point: 85-91°C; 85-92 °C; 88 - 90 °C; 88°C; 88-91 °C; 88-91 °C(lit.); 88-91°C; 88-92°C; 89-91 °C (362-364 K)
• Boiling Point: 235°C; 256 °C (529 K); 256 °C(lit.); 256°C; 268 °C; 268°C
• Flash Point: 145 °C (closed cup and DIN 51758); 145 °C; 145°C; 145°C(293°F); 146 °C; 293 °F
• Auto Ignition Point: 480 °C
• Density: 1.01 g/mL at 20 °C; 1.03; 1.23 g/cm^3, solid; 500 - 600 kg/m3 (bulk density)
• Vapor Pressure: .003 hPa at 20 °C; <1 mmHg ( 20 °C)
• Absorption Wavelength: λ: 260 nm Amax: 0.10; λ: 280 nm Amax: 0.10
• pKa: 14.5 (for imidazole) and 7.05 (for the conjugate acid); 6.95; 6.95 (25°C)
• Fluorescence: λex 200-600 nm; λem 300-800 nm (corresponds)
• pH: 9.5±0.5; 9.5-11.0 (25 °C, 0.1 M in H2O); 9.5-11.0 (25 °C, 5% in H2O); 9.5-11.0 (25 °C, 50 mg/mL in H2O)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Corrosive/Harmful/Teratogenic/Store under Argon
• RTECS: NI3325000
• European Hazard Symbols: Corrosive (C); Toxic (T); X; Harmful (Xn)
• UN Number: 1759; 2923; UN2923
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 3; II; III
• Australian Hazchem: 2X
• Risk Statements: 22-34; 61-22-34; 61-36/38; R:22-34; R20 R22 R34 R41
• Safety Statements: 26-36/37/39-45-60; 53-26-36/37/39-45; 53-26-45; S:26-27/28-36/37/39-46-64; S26 S36 S37 S39 S45
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• Main Hazard: Corrosive
• GHS Hazard statements: H301-H314-H318; H302-H314-H360D; H314-H360D
• GHS Precautionary statements: P201-P280-P305 + P351 + P338-P310; P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• 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; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2923 8/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; >99%; ≥95.0% (HPLC); ≥98.5% (titration); ≥99% (titration); ≥99.0%; ≥99.5% (GC); 98%; 99%
• Concentration: 1 M in H2O
• Grade: ACS reagent; for luminescence; for molecular biology; puriss. p.a.; reagent grade; ReagentPlus®; SAJ special grade
• Ignition Residue: ≤0.1%
• Impurities: ~0.3% Fluorescence blank(β-NADH equivalence.); ≤0.005% Fluorescence blank(β-NADH equivalence.); ≤0.2% water; ≤10.0% related substances; ≤5.0% solvents; ≤5.0% water; DNases, none detected; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Al: ≤10 mg/kg; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤0.001%; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; chloride (Cl-): ≤500 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase and protease, none detected
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality Level: PREMIUM
• λ: 0.1 M in H2O
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C3H4N2

DETAILS

MP Biomedicals - 02102033

Slightly off-white, crystalline powder.
Purity: 99%
Excellent for buffer use in pH range 6.2-7.8. The m.p. of this product is 89-91°C. Please note many other "dealers" offer inferior imidazole with m.p. 87-91°C.

MP Biomedicals - 02102031

Histamine Antagonist
Highly Purified: 99+%

MP Biomedicals - 02194829

Molecular Biology Reagent
Purity: 99+%
Histamine Antagonist.
Useful pH range: 6.2-7.8

Sigma Aldrich - I202

Application
Excellent for buffers in the range of pH 6.2-7.8
Used as an antimetabolite and as an inhibitor of histamine. Also has many synthetic uses.
Packaging
1, 5, 25 g in glass bottle
2 kg in poly bottle
100, 500 g in poly bottle
5 kg in poly drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Protocols & Applications
Metal Organic Framework Linkers Technology Spotlight

Sigma Aldrich - 56750

Application
Excellent for buffers in the range of pH 6.2-7.8
Other Notes
For titration of aspartic acid and glutamic acid1

Sigma Aldrich - I0250

Application
特别适用于 pH 6.2-7.8 范围内的缓冲液

Sigma Aldrich - 49128

Application
Excellent for buffers in the range of pH 6.2-7.8

Sigma Aldrich - I2399

Application
特别适用于 pH 6.2-7.8 范围内的缓冲液
包装
100, 500 g in glass bottle

Sigma Aldrich - 02739

Application
Excellent for buffers in the range of pH 6.2-7.8

Sigma Aldrich - 56745

Application
Excellent for buffers in the range of pH 6.2-7.8
Other Notes
Kinetic investigations with pig kidney Na+,K+-ATPase, by stopped-flow fluorimetry1,2

Sigma Aldrich - 56748

Application
Excellent for buffers in the range of pH 6.2-7.8
Other Notes
Review: As RNase model1

Sigma Aldrich - I5513

Application
特别适用于 pH 6.2-7.8 范围内的缓冲液

Sigma Aldrich - 15-0020

Application
Excellent for buffers in the range of pH 6.2-7.8

Sigma Aldrich - 56749

Application
Excellent for buffers in the range of pH 6.2-7.8
Other Notes
Buffer for assay of horseradish peroxidase1

Sigma Aldrich - I0125

Application
特别适用于 pH 6.2-7.8 范围内的缓冲液
包装
10, 25, 100, 500 g in glass bottle
5 kg in poly drum

Toronto Research Chemicals - I350200

Imidazole is a versatile heterocycle used in the preparation of various biologically active compounds such as the amino acid histidine and is present in many antifungal medication. It is also used extensively as a corrosion inhibitor on transition metals

REFERENCES

• Arispe, N. et al.: Biophys. J., 95, 4879 (2008)
• Troesken, E.R. et al.: Endo. Res., 30, 387 (2008)
• Otmacic Curkovic, H. et al.: Corr. Sci., 51, 2342 (2008)
• With 2 moles of an aroyl halide gives, after hydrolysis, good yields of 2-aroylimidazoles: Synthesis, 675 (1978).
• Nucleophilic catalyst for many acylation and silylation reactions, compare 4-(Dimethylamino)pyridine, A13016.
• For use in: silylation of 1,3-diketones, see Hexamethyldisilazane, A15139; introduction of the TBDMS and TBDPS groups; see: tert-Butyldimethylchlorosilane, A13064, and tert-Butyldiphenylchlorosilane, A12721, respectively.
• In combination with triphenylphosphine and iodine, vic-diols are converted to alkenes: Synthesis, 469 (1979), and alcohols to alkyl iodides: Synth. Commun., 20, 1473 (1990).