Skip to Content
MilliporeSigma
All Photos(8)

Key Documents

View All Documentation

792527

Sigma-Aldrich

Imidazole

anhydrous, free-flowing, Redi-Dri™, ACS reagent, ≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(8)

About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
288-32-4
Molecular Weight:
68.08
Beilstein/REAXYS Number:
103853
EC Number:
206-019-2
MDL number:
MFCD00005183
UNSPSC Code:
12352100
PubChem Substance ID:
329768341
NACRES:
NA.21

grade

ACS reagent
anhydrous

Quality Level

200

vapor pressure

<1 mmHg ( 20 °C)

product line

Redi-Dri™

assay

≥99%

form

solid

quality

free-flowing

impurities

≤0.2% water

ign. residue

≤0.1%

pH

9.5-11.0 (25 °C, 5% in H2O)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C (lit.)

cation traces

Fe: ≤0.001%

SMILES string

c1c[nH]cn1

InChI

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

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Imidazole can be used as a proton transfer agent in the synthesis of porous organic polymers because of its amphiprotic nature and fast proton transfer behavior.
Imidazole can be used as a catalyst in the following      
  • Silylation of alcohols, carboxylic acids, and amines in the presence of silyl chloride in DMF.      
  • To prepare acid chlorides from the corresponding carboxylic acids and phosgene.      
  • Imidazole-PPh3/I2 catalytic system used in the conversion of alcohols into iodides.      
  • Imidazole-PPh3/I2 is used in the diol deoxygenation reaction.      

Excellent for buffers in the range of pH 6.2-7.8

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

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_germany

WGK 2

flash_point_f

293.0 °F - closed cup

flash_point_c

145 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCM7641
SLCH7487
SLBT7469
SLCK7110
SLCJ6393

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Joy Rathjen et al.
Reproduction, fertility, and development, 26(5), 703-716 (2013-06-14)
Human embryonic stem (ES) cells have been proposed as a renewable source of pluripotent cells that can be differentiated into various cell types for use in research, drug discovery and in the emerging area of regenerative medicine. Exploitation of this
E Rosalie Witjas-Paalberends et al.
The Journal of physiology, 592(15), 3257-3272 (2014-06-15)
The first mutation associated with hypertrophic cardiomyopathy (HCM) is the R403Q mutation in the gene encoding β-myosin heavy chain (β-MyHC). R403Q locates in the globular head of myosin (S1), responsible for interaction with actin, and thus motor function of myosin.
Joel E Schmidt et al.
Angewandte Chemie (International ed. in English), 53(32), 8372-8374 (2014-06-26)
Crystalline molecular sieves are used in numerous applications, where the properties exploited for each technology are the direct consequence of structural features. New materials are typically discovered by trial and error, and in many cases, organic structure-directing agents (OSDAs) are
Aleksanteri Aspelund et al.
The Journal of clinical investigation, 124(9), 3975-3986 (2014-07-26)
In glaucoma, aqueous outflow into the Schlemm's canal (SC) is obstructed. Despite striking structural and functional similarities with the lymphatic vascular system, it is unknown whether the SC is a blood or lymphatic vessel. Here, we demonstrated the expression of
Sandra Blanchet et al.
Nucleic acids research, 43(6), 3298-3308 (2015-03-05)
In eukaryotes, translation termination is performed by eRF1, which recognizes stop codons via its N-terminal domain. Many previous studies based on point mutagenesis, cross-linking experiments or eRF1 chimeras have investigated the mechanism by which the stop signal is decoded by
View All Related Papers

Articles

Redi-Dri™ – The World of Free-flowing Hygroscopic Products

Redi-Dri™ prevents hygroscopic powders, such as inorganic salts, from absorbing moisture and forming clumps, leaving the salts free-flowing every time.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service