Lot numbers can be found on the outside label of a product:
Methyl 3-chloro-4-formylbenzoate
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CAS No. 74733-26-9
- Cat. No. CS-0042802
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 74733-26-9
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General Information
- CAS No. 74733-26-9
- Cat. No. CS-0042802
- Purity ≥97%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇ClO₃
- Molecular Weight 198.60
- Synonym(s) 3-chloro-4-formylbenzoic acid methyl ester
- SMILES COC(=O)C1=CC(Cl)=C(C=O)C=C1
Description
Methyl 3-chloro-4-formylbenzoate features a chlorinated benzene ring bearing both formyl and ester functionalities, enabling direct integration into Suzuki-Miyaura coupling and nucleophilic addition sequences. The para-formyl group facilitates rapid derivatization, while the ortho-chlorine supports selective cross-coupling under standard conditions. This compound serves as a key building block for bioactive heterocycles and functionalized aromatic scaffolds.
Application
Methyl 3-chloro-4-formylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. The ortho-chloro and formyl groups facilitate subsequent transformations such as Suzuki-Miyaura coupling, nucleophilic addition, and heterocycle formation. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for medicinal chemistry campaigns and process development workflows.
Synthesis
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Route1
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1134777-59-5 - ~62%
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In-stock
74733-26-9
References
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Zimmerman, Sommer S.; Khatri, Alpa; Garnier-Amblard, Ethel C.; Mullasseril, Praseeda; Kurtkaya, Natalie L.; Gyoneva, Stefka; Hansen, Kasper B.; Traynelis, Stephen F.; Liotta, Dennis C. Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2334 - 2356
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Route2
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In-stock
74733-30-5 - ~%
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In-stock
74733-26-9
References
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Lu, Rong-Jian; Tucker, John A.; Pickens, Jason; Ma, You-An; Zinevitch, Tatiana; Kirichenko, Olga; Konoplev, Vitalii; Kuznetsova, Svetlana; Sviridov, Sergey; Brahmachary, Enugurthi; Khasanov, Alisher; Mikel, Charles; Yang, Yang; Liu, Changhui; Wang, Jian; Freel, Stephanie; Fisher, Shelly; Sullivan, Alana; Zhou, Jiying; Stanfield-Oakley, Sherry; Baker, Brian; Sailstad, Jeff; Greenberg, Michael; Bolognesi, Dani; Bray, Brian; Koszalka, Barney; Jeffs, Peter; Jeffries, Cynthia; Chucholowski, Alexander; Sexton, Connie Journal of Medicinal Chemistry, 2009 , vol. 52, # 14 p. 4481 - 4487
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Route3
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In-stock
56525-63-4 - ~%
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In-stock
74733-26-9
References
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Zimmerman, Sommer S.; Khatri, Alpa; Garnier-Amblard, Ethel C.; Mullasseril, Praseeda; Kurtkaya, Natalie L.; Gyoneva, Stefka; Hansen, Kasper B.; Traynelis, Stephen F.; Liotta, Dennis C. Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2334 - 2356
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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 43.37
- LogP 1.9391
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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