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56750

Imidazole

≥99.5% (GC), flakes, powder or crystals, puriss. p.a.

1 of 1 reviewers took part in a promotion

Synonym(s):

1,3-Diaza-2,4-cyclopentadiene, Glyoxaline

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100 g
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$91.70
500 g
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$209.00
1 kg
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$309.00

About This Item

Linear Formula:
C3H4N2
CAS Number:
Molecular Weight:
68.08
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
39161001
UNSPSC Code:
12352005
EC Number:
206-019-2
MDL number:
Beilstein/REAXYS Number:
103853
Assay:
≥99.5% (GC)
Form:
flakes, powder or crystals

$91.70


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Product Name

Imidazole, puriss. p.a., ≥99.5% (GC)

vapor pressure

<1 mmHg ( 20 °C)

Quality Segment

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

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

SMILES string

c1c[nH]cn1

InChI

1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

General description

Imidazole is an aromatic heterocyclic compound with a five-membered planar ring. It is an amphoteric compound because of the presence of both an acidic NH and a basic nitrogen atom. Imidazole is an essential component of many important molecules including natural products, bioactive molecules, ionic liquids, and imidazolium. It serves as a building block for the synthesis of various drug molecules.

Application

Excellent for buffers in the range of pH 6.2-7.8
Imidazole can be used as a catalyst:      
  • 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

For titration of aspartic acid and glutamic acid

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56748I2021336500
description

puriss. p.a., ≥99.5% (GC)

description

BioUltra, Molecular Biology, ≥99.5% (GC)

description

ReagentPlus®, 99%

description

United States Pharmacopeia (USP) Reference Standard

assay

≥99.5% (GC)

assay

≥99.5% (GC)

assay

99%

assay

-

solubility

pyridine: soluble(lit.), alcohol: soluble(lit.), water: soluble(lit.), chloroform: soluble(lit.)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

solubility

-

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

bp

256 °C (lit.)

bp

256 °C (lit.)

bp

256 °C (lit.)

bp

256 °C (lit.)

form

powder or crystals, flakes

form

powder or crystals, flakes

form

crystalline

form

-

mp

88-91 °C

mp

88-91 °C (lit.)

mp

88-91 °C (lit.)

mp

88-91 °C (lit.)


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Signal Word

Danger

Hazard Codes

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

Flash Point (°F)

293.0 °F - closed cup

Flash Point (°C)

145 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      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

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. 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

      Helpful?

Reviews

1 of 1 reviewers took part in a promotion

Active Filters

  1. Netherlands
    • Reviews 2
    • Votes 9
    4 out of 5 stars.

    Abs at 280, otherwise great

    Good imidazole. Does have absorbance at 280nm, am still looking for better quality in that area

    Helpful?