(6-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol

Name: (6-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol
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CAS No. 6758-34-5
Cat. No. CS-0097957
Molecule weight216.16
Purity≥97%
MDL No.MFCD12755183

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(6-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol|CS-0097957

Structure of 6758-34-5

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General Information

CAS No. 6758-34-5
Cat. No. CS-0097957
Purity ≥97%
MDL No. MFCD12755183
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇F₃N₂O
Molecular Weight 216.16
Synonym(s) (5-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol
SMILES OCC1=NC2=CC(C(F)(F)F)=CC=C2N1

Description

This trifluoromethyl-substituted benzimidazole derivative features a reactive hydroxymethyl group enabling direct functionalization. The electron-deficient benzimidazole core enhances stability and modulates electronic properties, while the trifluoromethyl moiety imparts strong lipophilicity and metabolic resistance. Ideal for bioconjugation and pharmaceutical intermediates.

Application

(6-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol serves as a versatile building block for bioactive heterocycles, enabling direct functionalization at the benzoimidazole C2 position. Its stable trifluoromethyl group enhances metabolic resistance and lipophilicity, while the primary alcohol facilitates derivatization via esterification, ether formation, or oxidation to aldehyde. The compound exhibits excellent bench stability and compatibility with standard coupling conditions, making it suitable for medicinal chemistry campaigns requiring targeted scaffold elaboration.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 48.91
LogP 2.074
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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(6-(Trifluoromethyl)-1H-benzo[d]imidazol-2-yl)methanol

CAS No. 6758-34-5

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