(4-Imidazol-1-yl-phenyl)methanol

Name: (4-Imidazol-1-yl-phenyl)methanol
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CAS No. 86718-08-3
Cat. No. CS-W021105
Purity≥98%
MDL No.MFCD02682059

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(4-Imidazol-1-yl-phenyl)methanol|CS-W021105

Structure of 86718-08-3

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General Information

CAS No. 86718-08-3
Cat. No. CS-W021105
Purity ≥98%
MDL No. MFCD02682059
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O
Molecular Weight 174.20
Synonym(s) [4-(1H-Imidazol-1-yl)phenyl]methanol
SMILES C1=NC=C[N]1C2=CC=C(C=C2)CO

Description

This imidazolylphenylmethanol features a rigid, electron-rich imidazole moiety fused to a phenyl ring, enabling robust π-stacking and directional coordination. The primary alcohol group provides a versatile handle for derivatization, while the overall structure exhibits enhanced stability under standard bench conditions.

Application

(4-Imidazol-1-yl-phenyl)methanol serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its imidazole moiety provides strong hydrogen-bonding capacity and π-stacking potential, while the benzyl alcohol functionality offers a handle for derivatization via oxidation, protection, or coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications in API development.

Synthesis

Route1
- 86718-07-2
- ~56%
- In-stock
  
  86718-08-3
References
- Artico; Silvestri; Stefancich; Avigliano; Di Giulio; Maccarrone; Agostinelli; Mondovi; Morpurgo European Journal of Medicinal Chemistry, 1992 , vol. 27, # 3 p. 219 - 228
Route2
- In-stock
  
  10040-98-9
- ~99%
- In-stock
  
  86718-08-3
References
- Battilocchio, Claudio; Hawkins, Joel M.; Ley, Steven V. Organic Letters, 2013 , vol. 15, # 9 p. 2278 - 2281
Route3
- In-stock
  
  101184-08-1
- ~98%
- In-stock
  
  86718-08-3
References
- Merck and Co., Inc. Patent: US5206240 A1, 1993 ; US 5206240 A

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 1.3646
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4-Imidazol-1-yl-phenyl)methanol

CAS No. 86718-08-3

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