Lot numbers can be found on the outside label of a product:
t-Butyl 2-iodobenzoate
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CAS No. 110349-26-3
- Cat. No. CS-0212490
- Purity≥98%
- MDL No.MFCD11044440
*For research and further manufacturing use only, not for direct human use.
Structure of 110349-26-3
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General Information
- CAS No. 110349-26-3
- Cat. No. CS-0212490
- Purity ≥98%
- MDL No. MFCD11044440
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₃IO₂
- Molecular Weight 304.12
- Synonym(s) Tert-butyl 2-iodobenzoate
- SMILES CC(C)(C)OC(=O)C1=CC=CC=C1I
Description
t-Butyl 2-iodobenzoate features a sterically hindered tert-butyl ester group that enhances stability and facilitates selective functionalization. The ortho-iodo substituent enables efficient palladium-catalyzed cross-coupling reactions under standard conditions, delivering access to complex aryl architectures with high chemoselectivity and minimal side-product formation.
Application
t-Butyl 2-iodobenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The iodide group exhibits high reactivity in Pd-catalyzed couplings, while the t-butyl ester offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its functional group tolerance supports integration into complex molecular architectures, making it ideal for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
609-67-6 -
75-65-0 - ~84%
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In-stock
110349-26-3
References
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Zhdankin, Viktor V.; Koposov, Alexey Y.; Litvinov, Dmitry N.; Ferguson, Michael J.; McDonald, Robert; Luu, Thanh; Tykwinski, Rik R. Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6484 - 6491
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Route2
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In-stock
774-65-2 - ~92%
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In-stock
110349-26-3
References
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LUDWIG-MAXIMILIANS-UNIVERSITAET MUENCHEN Patent: WO2008/87057 A1, 2008 ; Location in patent: Page/Page column 11 ;
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Route3
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In-stock
88-67-5 -
115-11-7
- ~84%
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In-stock
110349-26-3
References
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Standaert, Robert F.; Park, Seung Bum Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 7952 - 7966
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 3.2465
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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