Lot numbers can be found on the outside label of a product:
Benzo[b]thiophene-6-carbaldehyde
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CAS No. 6386-80-7
- Cat. No. CS-W022578
- Purity≥96%
- MDL No.MFCD18451824
*For research and further manufacturing use only, not for direct human use.
![Benzo[b]thiophene-6-carbaldehyde|CS-W022578](https://file.chemscene.com/productPIC/CS-W022578.gif)
Structure of 6386-80-7
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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
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.
Synthesis
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Route1
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In-stock
17347-32-9 -
68-12-2 - ~73%
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In-stock
6386-80-7
References
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F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; LYNCH, Stephen M.; MARTIN, Rainer E.; NEIDHART, Werner; PLANCHER, Jean-Marc; SCHULZ-GASCH, Tanja Patent: WO2014/86663 A1, 2014 ; Location in patent: Page/Page column 61 ;
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References
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ICI Australia Limited Patent: US4664693 A1, 1987 ;
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Route3
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202350-59-2
- ~70%
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In-stock
6386-80-7
References
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Samanta, Subhendu Sekhar; Ghosh, Sukhen Chandra; De, Asish Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 24 p. 3673 - 3677
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 2.7138
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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