(1-Methyl-1H-imidazol-4-yl)methanol

Name: (1-Methyl-1H-imidazol-4-yl)methanol
Brand: ChemScene
Availability: InStock
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CAS No. 17289-25-7
Cat. No. CS-W006176
Purity≥98%
MDL No.MFCD06738905

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(1-Methyl-1H-imidazol-4-yl)methanol|CS-W006176

Structure of 17289-25-7

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General Information

CAS No. 17289-25-7
Cat. No. CS-W006176
Purity ≥98%
MDL No. MFCD06738905
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈N₂O
Molecular Weight 112.13
Synonym(s) 4-(Hydroxymethyl)-1-methylimidazole
SMILES OCC1=CN(C)C=N1

Description

This imidazole-based alcohol features a methyl-substituted heterocyclic core, offering enhanced solubility and stability in polar solvents. The functional hydroxymethyl group enables direct derivatization in synthetic transformations, serving as a key handle for constructing bioactive molecules and functionalized polymers under standard conditions.

Application

(1-Methyl-1H-imidazol-4-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to imidazole-containing scaffolds. Its primary alcohol functionality facilitates straightforward derivatization via esterification, etherification, or oxidation to the aldehyde. The molecule exhibits good bench stability and solubility in common organic solvents, supporting its use in multi-step syntheses, including coupling reactions and heterocycle functionalization.

Synthesis

Route1
- In-stock
  
  41716-18-1
- ~77%
- In-stock
  
  17289-25-7
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2004/16606 A1, 2004 ; Location in patent: Page 30 ; WO 2004/016606 A1
Route2
- 127056-46-6
- ~%
- In-stock
  
  17289-25-7
References
- US6255305 B1, ; US 6255305 B1
Route3
- In-stock
  
  822-55-9
- ~%
- In-stock
  
  17289-25-7
- In-stock
  
  38993-84-9
References
- Journal of the American Chemical Society, , vol. 72, p. 4950,4951, 4952

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.05
LogP -0.0876
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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(1-Methyl-1H-imidazol-4-yl)methanol

CAS No. 17289-25-7

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