2-Acetyl-4(5)-tetrahydroxybutylimidazole

Basic Information

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CAS Number

94944-70-4

Molecular Formula

C9H14N2O5

Molecular Weight

230.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Density

1.536±0.06 g/cm3 (20 ºC 760 Torr),

Water Solubility

Soluble in distilled water, DMSO (>5 mg/ml), clear (warmed), and PBS pH 7.2 (~0.15 mg/ml).

SMILES

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CC(=O)C1=NC=C(N1)C(C(C(CO)O)O)O

InChI

InChI=1S/C9H14N2O5/c1-4(13)9-10-2-5(11-9)7(15)8(16)6(14)3-12/h2,6-8,12,14-16H,3H2,1H3,(H,10,11)/t6-,7-,8-/m1/s1

InChIKey

CQSIXFHVGKMLGQ-BWZBUEFSSA-N

LogP

-1.6402000000000003

Topological Polar Surface Area

126.67000000000002 Å²

Hydrogen Bond Donor/Acceptor

5 / 7

Complexity

250

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

Ethanone,1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-
2-acetyl-5-tetrahydroxybutyl imidazole
(R,S,R)-2-Acetyl-4-(1,2,3,4-tetrahydroxybutyl)-imidazole
1-[4-(1,2,3,4-Tetrahydroxybutyl)-1H-imidazol-2-yl]ethanone
1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]ethanone
2-ACETYL-4-(1R,2S,3R,-4-TETRAHYDROXYBUTYL)-IMIDAZOLE
2-Acetyl-4(5)-tetrahydroxybutylimidazole
2-Acetyl-5-tetrahydroxybutyl iMidazole (THI)
2-Acetyl-4-tetrahydroxybutylimidazole
2-Athbi
C9H14N2O5
1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone
1-[5-[(1R,2S,3R)-1,2,3,4-Tetrahydroxybutyl]-1H-imidazol-2-yl]ethanone (ACI)
Ethanone, 1-[4-(1,2,3,4-tetrahydroxybutyl)-1H-imidazol-2-yl]-, [1R-(1R*,2S*,3R*)]- (9CI)
THI
2-acetyl-4-tetrahydroxybutyl imidazole; 2-acetyl-4(5)-tetrahydroxybutyl imidazole; 2-ATHBI
2-Acetyl-4-tetrahydroxybutyl Imidazole; 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone
2-ATHBI
EN300-6734460
(1R,2S,3R)-2-acetyltetrahydroxybutylimidazole
1-(4-((1R,2S,3R)-1,2,3,4-tetrahydroxybutv1)-1H-imidazol-2-yl)ethanone
SCHEMBL10040084
1-{5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl}ethan-1-one
2-ACETYL-4(5)-TETRAHYDROXYBUTYLIMIDAZOLE, (1R,2S,3R)-(-)-
1-[5-[(1R,2S,3R)-1,2,3,4-Tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone; [1R-(1R*,2S*,3R*)]-1-[4-(1,2,3,4-Tetrahydroxybutyl)-1H-imidazol-2-yl]-ethanone
A1-50281
2-ACETYL-4(5)-TETRAHYDROXYBUTYLIMIDAZOLE, (1R,2S,3R)-
1-{4-[(1R,2S,3R)-1,2,3,4-TETRAHYDROXYBUTYL]-1H-IMIDAZOL-2-YL}ETHANONE
1-[4-(1,2,3,4-TETRAHYDROXYBUTYL)-1H-IMIDAZOL-2-YL]ETHANONE
Ethanone, 1-(4-(1,2,3,4-tetrahydroxybutyl)-1H-imidazol-2-yl)-, (1R-(1R*,2S*,3R*))-
CS-0003202

MDL Number

MFCD08752516

Customs Code

2933290090

FAQ

What are the physical and chemical properties of 2-Acetyl-4(5)-tetrahydroxybutylimidazole (CAS: 94944-70-4)?

2-Acetyl-4(5)-tetrahydroxybutylimidazole is a white crystalline solid with a molecular weight of approximately 265.26 g/mol. It has low solubility in water and moderate solubility in organic solvents. This compound is relatively stable under normal conditions but can react with strong bases to form imidazole derivatives. It is slightly acidic and can participate in nucleophilic substitution reactions.

How is 2-Acetyl-4(5)-tetrahydroxybutylimidazole (CAS: 94944-70-4) typically synthesized?

2-Acetyl-4(5)-tetrahydroxybutylimidazole can be synthesized by the condensation of acetone and 1,3-dihydroxybutane followed by imidazolization using imidazole. The reaction is typically performed in the presence of a catalyst like p-toluenesulfonic acid to enhance the yield. The reaction is highly selective and yields up to 90% of the target compound.

What industries use 2-Acetyl-4(5)-tetrahydroxybutylimidazole (CAS: 94944-70-4)?

2-Acetyl-4(5)-tetrahydroxybutylimidazole is primarily used in pharmaceuticals and polymer science. It serves as a precursor in the synthesis of various drugs and is also used in the preparation of functional polymers with specific properties. Additionally, it finds applications in the development of sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling 2-Acetyl-4(5)-tetrahydroxybutylimidazole (CAS: 94944-70-4)?

When handling 2-Acetyl-4(5)-tetrahydroxybutylimidazole, it is crucial to wear appropriate personal protective equipment (PPE) including gloves and safety goggles. Work should be conducted in a well-ventilated area or fume hood to avoid inhalation. In case of a spill, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) guidelines for disposal. Ensure proper ventilation and avoid contact with skin and eyes.