Lot numbers can be found on the outside label of a product:
Benzofuran-2-carboxaldehyde
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CAS No. 4265-16-1
- Cat. No. CS-W004842
- Purity≥97%
- MDL No.MFCD00015463
*For research and further manufacturing use only, not for direct human use.
Structure of 4265-16-1
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General Information
- CAS No. 4265-16-1
- Cat. No. CS-W004842
- Purity ≥97%
- MDL No. MFCD00015463
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆O₂
- Molecular Weight 146.15
- Synonym(s) None
- SMILES O=CC=1OC=2C=CC=CC2C1
Description
Benzo[b]furan-2-carboxaldehyde features a fused heterocyclic core with an aldehyde handle at the 2-position, enabling direct incorporation into Suzuki-Miyaura couplings and nucleophilic addition reactions. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed transformations, while the bench-stable aldehyde group permits handling under standard conditions. This scaffold serves as a key building block for bioactive molecules and functional materials.
Application
Benzo[b]furan-2-carboxaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde position for subsequent transformations such as reductive amination, Grignard addition, or cyanide conjugation. Its fused heterocyclic architecture provides enhanced stability and orthogonal reactivity, facilitating incorporation into pharmaceutical intermediates and agrochemical scaffolds. The compound exhibits excellent bench stability and compatibility with standard purification techniques, making it well-suited for multi-step synthesis workflows.
Synthesis
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Route1
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In-stock
55038-01-2 - ~93%
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In-stock
4265-16-1
References
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Dohi, Toshifumi; Fukushima, Kei-Ichiro; Kamitanaka, Tohru; Morimoto, Koji; Takenaga, Naoko; Kita, Yasuyuki Green Chemistry, 2012 , vol. 14, # 5 p. 1493 - 1501
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Route2
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271-89-6 -
68-12-2
- ~89%
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In-stock
4265-16-1
References
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Gigant, Nicolas; Claveau, Elise; Bouyssou, Pascal; Gillaizeau, Isabelle Organic Letters, 2012 , vol. 14, # 3 p. 844 - 847
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Route3
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In-stock
1646-26-0 - ~66%
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In-stock
4265-16-1
References
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Zhang, Lin; Bi, Xihe; Guan, Xiaoxue; Li, Xingqi; Liu, Qun; Barry, Badru-Deen; Liao, Peiqiu Angewandte Chemie - International Edition, 2013 , vol. 52, # 43 p. 11303 - 11307 Angew. Chem., 2013 , vol. 125, # 43 p. 11513 - 11517,5
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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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 : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 30.21
- LogP 2.2453
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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