1-Benzenesulfonyl-3-bromo-1H-indole

Name: 1-Benzenesulfonyl-3-bromo-1H-indole
Brand: ChemScene
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CAS No. 99655-68-2
Cat. No. CS-B1019
Purity≥98%
MDL No.MFCD02681986

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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+
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1-Benzenesulfonyl-3-bromo-1H-indole|CS-B1019

Structure of 99655-68-2

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General Information

CAS No. 99655-68-2
Cat. No. CS-B1019
Purity ≥98%
MDL No. MFCD02681986
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₀BrNO₂S
Molecular Weight 336.20
Synonym(s) 3-Bromo-1-(phenylsulfonyl)-1H-indole
SMILES O=S(N1C=C(Br)C2=C1C=CC=C2)(C3=CC=CC=C3)=O

Description

1-Benzenesulfonyl-3-bromo-1H-indole features a brominated indole core paired with a benzenesulfonyl group, enabling direct functionalization in cross-coupling and C–H activation reactions. The electron-deficient sulfonyl moiety enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

1-Benzenesulfonyl-3-bromo-1H-indole serves as a versatile building block for the synthesis of functionalized indole derivatives. The bromine at the 3-position enables palladium-catalyzed cross-coupling reactions, while the benzenesulfonyl group enhances stability and modulates reactivity. This compound facilitates efficient access to biologically relevant heterocyclic scaffolds and is well-suited for iterative synthetic strategies in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  40899-71-6
- ~99%
- In-stock
  
  99655-68-2
References
- Davis, Deborah A.; Gribble, Gordon W. Heterocycles, 1992 , vol. 34, # 8 p. 1613 - 1621
Route2
- 98-09-9
- ~%
- In-stock
  
  99655-68-2
References
- Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3412 - 3415
Route3
- 120-72-9
- ~%
- In-stock
  
  99655-68-2
References
- Tetrahedron, , vol. 62, # 14 p. 3242 - 3247

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 39.07
LogP 3.6408
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Benzenesulfonyl-3-bromo-1H-indole

CAS No. 99655-68-2

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