Benzo[b]thiophene-3-carbaldehyde

Name: Benzo[b]thiophene-3-carbaldehyde
Brand: ChemScene
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CAS No. 5381-20-4
Cat. No. CS-W002251
Purity≥97%
MDL No.MFCD00052376

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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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Benzo[b]thiophene-3-carbaldehyde|CS-W002251

Structure of 5381-20-4

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General Information

CAS No. 5381-20-4
Cat. No. CS-W002251
Purity ≥97%
MDL No. MFCD00052376
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆OS
Molecular Weight None
Synonym(s) None
SMILES O=CC1=CSC2=CC=CC=C12

Description

Benzo[b]thiophene-3-carbaldehyde features a fused heteroaromatic core with a reactive aldehyde handle at the 3-position. This electron-deficient carbonyl group enables direct incorporation into Suzuki-Miyaura couplings and imine-based conjugations. The scaffold's planar geometry enhances π-stacking in materials applications, while its moisture-tolerant stability supports handling under standard bench conditions.

Application

Benzo[b]thiophene-3-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and Ugi-type couplings with high functional group tolerance. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  7342-82-7
- 201230-82-2
- ~63%
- In-stock
  
  5381-20-4
References
- Neumann, Helfried; Kadyrov, Renat; Wu, Xiao-Feng; Beller, Matthias Chemistry - An Asian Journal, 2012 , vol. 7, # 10 p. 2213 - 2216
Route2
- In-stock
  
  7342-82-7
- 68-12-2
- ~86%
- In-stock
  
  5381-20-4
References
- Martins, Andrew; Lautens, Mark Journal of Organic Chemistry, 2008 , vol. 73, # 22 p. 8705 - 8710
Route3
- 5312-73-2
- In-stock
  
  95-15-8
- ~15%
- In-stock
  
  5381-20-4
References
- Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya Patent: US2002/161237 A1, 2002 ;

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 17.07
LogP 2.7138
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Benzothiophenes

Key Words

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Benzo[b]thiophene-3-carbaldehyde

CAS No. 5381-20-4

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