6-Chloro-1H-indole-5-carboxylic acid

Name: 6-Chloro-1H-indole-5-carboxylic acid
Brand: ChemScene
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CAS No. 256935-86-1
Cat. No. CS-0042962
Purity≥95%
MDL No.MFCD12828093

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Chloro-1H-indole-5-carboxylic acid|CS-0042962

Structure of 256935-86-1

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General Information

CAS No. 256935-86-1
Cat. No. CS-0042962
Purity ≥95%
MDL No. MFCD12828093
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆ClNO₂
Molecular Weight 195.60
Synonym(s) None
SMILES OC(=O)C1=CC2=C(NC=C2)C=C1Cl

Description

6-Chloro-1H-indole-5-carboxylic acid integrates a chlorine substituent at the 6-position and a carboxylic acid group at the 5-position of the indole core. This configuration imparts enhanced electronic effects and solubility, enabling efficient coupling in synthetic routes for pharmaceutical intermediates and bioactive heterocycles.

Application

6-Chloro-1H-indole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized indole scaffolds. Its carboxylic acid group facilitates direct coupling reactions and derivatization, while the chloro substituent provides a handle for subsequent cross-coupling or nucleophilic substitution. The compound exhibits good bench stability and is compatible with standard synthetic protocols, making it well-suited for the construction of complex heterocyclic systems and API intermediates.

Synthesis

Route1
- 935676-17-8
- ~%
- In-stock
  
  256935-86-1
References
- Chen, Yihui; Shibata, Masayuki; Rajeswaran, Manju; Srikrishnan, Thamarapu; Dugar, Sundeep; Pandey, Ravindra K. Tetrahedron Letters, 2007 , vol. 48, # 13 p. 2353 - 2356

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

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Computational Chemistry Data

TPSA 53.09
LogP 2.5195
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Chloro-1H-indole-5-carboxylic acid

CAS No. 256935-86-1

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