(5-Chloro-1H-indol-2-yl)methanol

Name: (5-Chloro-1H-indol-2-yl)methanol
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CAS No. 53590-47-9
Cat. No. CS-0053155
Purity≥97%
MDL No.None

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(5-Chloro-1H-indol-2-yl)methanol|CS-0053155

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General Information

CAS No. 53590-47-9
Cat. No. CS-0053155
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClNO
Molecular Weight 181.62
Synonym(s) 5-chloro-1H-Indole-2-methanol
SMILES OCC1=CC2=C(N1)C=CC(Cl)=C2

Description

(5-Chloro-1H-indol-2-yl)methanol features a chlorinated indole core with a reactive primary alcohol at the 2-position, enabling direct functionalization in synthetic routes. This bench-stable, moisture-tolerant reagent integrates readily into bioactive molecule scaffolds and serves as a key intermediate for pharmaceutical and agrochemical development.

Application

(5-Chloro-1H-indol-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indole C2 position. Its benzylic alcohol functionality facilitates oxidation to aldehydes or carboxylic acids, and it participates reliably in coupling reactions with amines, thiols, and nucleophiles under standard conditions. The molecule exhibits good bench stability and is compatible with common protecting group strategies, supporting efficient synthesis of indole-based scaffolds for drug discovery.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 36.02
LogP 2.3136
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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(5-Chloro-1H-indol-2-yl)methanol

CAS No. 53590-47-9

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