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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

Storage Class Code

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH7487
SLCH0511
SLCG0769
SLBT7469
WXBD1467V

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