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For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf
56750
Imidazole
≥99.5% (GC), flakes, powder or crystals, puriss. p.a.
Synonym(s):
1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
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About This Item
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Product Name
Imidazole, puriss. p.a., ≥99.5% (GC)
InChI key
RAXXELZNTBOGNW-UHFFFAOYSA-N
InChI
1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
SMILES string
c1c[nH]cn1
vapor pressure
<1 mmHg ( 20 °C)
grade
puriss. p.a.
assay
≥99.5% (GC)
form
flakes, powder or crystals
ign. residue (900 °C)
≤0.1%
pH
9.5-11.0 (25 °C, 50 mg/mL in H2O)
pKa (25 °C)
6.95
bp
256 °C (lit.)
mp
88-91 °C (lit.), 88-91 °C
solubility
alcohol: soluble(lit.), chloroform: soluble(lit.), pyridine: soluble(lit.), water: soluble(lit.)
anion traces
chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg
cation traces
Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg
Quality Level
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This Item | RDD039 | RDD044 | I2399 |
|---|---|---|---|
| assay ≥99.5% (GC) | assay ≥99% (titration) | assay 99% | assay ≥99% (titration) |
| solubility alcohol: soluble(lit.), pyridine: soluble(lit.), chloroform: soluble(lit.), water: soluble(lit.) | solubility - | solubility - | solubility - |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 200, 300 |
| mp 88-91 °C (lit.) | mp 88-91 °C (lit.) | mp 85-92 °C, 88-91 °C (lit.) | mp 88-91 °C (lit.) |
| form flakes, powder or crystals | form crystalline powder | form powder | form - |
| bp 256 °C (lit.) | bp 256 °C (lit.) | bp 256 °C (lit.) | bp 256 °C (lit.) |
General description
Application
- For the silylation of alcohols, carboxylic acids, and amines in the presence of silyl chloride in DMF.
- In the peptide coupling using the triphenyl phosphite.
- To prepare acid chlorides from the corresponding carboxylic acids and phosgene.
It can also be used in the following reactions:
- Imidazole-PPh3/I2 catalytic system used in the conversion of alcohols into iodides
- Imidazole-PPh3/I2 is used in the diol deoxygenation reaction.
Other Notes
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 2
flash_point_f
293.0 °F - closed cup
flash_point_c
145 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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