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792527

Sigma-Aldrich

Imidazole

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
288-32-4
Molecular Weight:
68.08
Beilstein:
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

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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

Signal Word

Danger

Hazard Statements

H302,H314,H360D

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C

WGK

WGK 2

Flash Point(F)

293.0 °F

Flash Point(C)

145 °C

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