Imidazole CAS#288-32-4

Imidazole CAS#288-32-4

Imidazole CAS#288-32-4

Versatile Heterocyclic Building Block: Imidazole is an important five-membered aromatic heterocyclic compound widely used as a key intermediate in pharmaceutical, agrochemical, and fine chemical synthesis.


Unique Amphoteric Properties: With both acidic and basic characteristics, imidazole readily forms salts with strong bases and exhibits versatile chemical reactivity in a variety of synthesis processes.


Excellent Catalytic Performance: The imidazole ring combines the chemical features of pyridine and pyrrole, making it an effective catalytic and acyl-transfer structural unit in numerous chemical and biochemical reactions.


Biologically Significant Structure: Imidazole derivatives are widely found in biological systems, including important biomolecules such as histidine, DNA-related compounds, and hemoglobin, highlighting their broad scientific and industrial value.

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Product Description

Product Description-Imidazole CAS#288-32-4


Imidazole (C₃H₄N₂) is a five-membered aromatic heterocycle in the diazole family, containing two nonadjacent ring nitrogen atoms. The lone pair on the 1-position nitrogen participates in cyclic conjugation, lowering its electron density and making the attached hydrogen readily dissociable as a proton.


Imidazole is amphoteric (both acidic and basic), forms salts with strong bases, and combines the chemical behavior of pyridine and pyrrole. In biology, the imidazole ring is a key structural element of histidine, acting as an acyl-transfer group in lipid hydrolysis and playing an important catalytic role in enzymatic reactions. Imidazole derivatives are widespread in living organisms and are more significant than imidazole itself in research and industry, with notable examples including DNA- and hemoglobin-related compounds.


Product Applications-Imidazole CAS#288-32-4


Imidazole is slightly more basic than pyrazole and readily forms stable salts such as picrates and nitrates. One of its key applications is purifying His-tagged proteins via immobilized metal affinity chromatography (IMAC): the target protein selectively binds nickel ions on the resin, and an imidazole-containing elution buffer competes for those nickel sites, releasing the protein in high purity.




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Product Data

Chemical Properties-Imidazole CAS#288-32-4



Melting point

88-91 °C(lit.)

Boiling point

256 °C(lit.)

density

1.01 g/mL at 20 °C

vapor pressure

<1 mm Hg ( 20 °C)

refractive index

1.4801

Fp

293 °F

storage temp.

Store below +30°C.

solubility

H2O: 0.1 M at 20 °C, clear, colorless

pka

6.953(at 25℃)

form

crystalline

color

white

Specific Gravity

1.03

Odor

Amine like

PH Range

9.5 - 11

PH

9.5-11.0 (25℃, 50mg/mL in H2O)

Water Solubility

633 g/L (20 ºC)

Sensitive

Hygroscopic

λmax

λ: 260 nm Amax: 0.10

λ: 280 nm Amax: 0.10

Merck

144912

BRN

103853

Dielectric constant

23.0(Ambient)

Stability:

Stable. Incompatible with acids, strong oxidizing agents. Protect from moisture.

InChIKey

RAXXELZNTBOGNW-UHFFFAOYSA-N

LogP

-0.02 at 25℃

CAS DataBase Reference

288-32-4(CAS DataBase Reference)

NIST Chemistry Reference

1H-Imidazole(288-32-4)

EPA Substance Registry System

Imidazole (288-32-4)

Hazard Codes

C,Xi,T

Risk Statements

36/38-63-34-22-20/21/22-61

Safety Statements

26-36/37/39-45-22-36-27-53

RIDADR

UN 2923 8/PG 3

WGK Germany

1

RTECS

NI3325000

Autoignition Temperature

480 °C

TSCA

Yes

HazardClass

8

PackingGroup

III

HS Code

29332990

Hazardous Substances Data

288-32-4(Hazardous Substances Data)

Toxicity

LD50 in mice (mg/kg): 610 i.p.; 1880 orally (Nishie)


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