Benzo[b]thiophene-6-carbaldehyde

Name: Benzo[b]thiophene-6-carbaldehyde
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CAS No. 6386-80-7
Cat. No. CS-W022578
Purity≥96%
MDL No.MFCD18451824

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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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Benzo[b]thiophene-6-carbaldehyde|CS-W022578

Structure of 6386-80-7

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Description

Benzo[b]thiophene-6-carbaldehyde features a fused benzothiophene core with a reactive aldehyde group at the 6-position, enabling direct coupling in cross-coupling and condensation reactions. The electron-deficient aromatic system enhances reactivity in nucleophilic additions, while the sulfur heteroatom imparts unique electronic and steric properties. This compound serves as a key building block for functionalized heterocycles in pharmaceutical and materials chemistry.

Application

Benzo[b]thiophene-6-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates direct Friedel-Crafts acylation, reductive amination, and Wittig-type transformations under standard conditions. The molecule exhibits excellent bench stability and compatibility with common protecting groups, making it well-suited for modular synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 6386-80-7
Cat. No. CS-W022578
Purity ≥96%
MDL No. MFCD18451824
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) Benzo(b)thiophene-6-carboxaldehyde
SMILES O=CC1=CC=C(C=CS2)C2=C1

Computational Chemistry Data

TPSA 17.07
LogP 2.7138
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Benzo[b]thiophene-6-carbaldehyde

CAS No. 6386-80-7

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