Lot numbers can be found on the outside label of a product:
3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1035266-33-1
- Cat. No. CS-0174445
- Purity≥97%
- MDL No.MFCD11855976
*For research and further manufacturing use only, not for direct human use.
Structure of 1035266-33-1
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General Information
- CAS No. 1035266-33-1
- Cat. No. CS-0174445
- Purity ≥97%
- MDL No. MFCD11855976
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₈BNO₃
- Molecular Weight None
- Synonym(s) 3-CYANO-5-METHOXYPHENYLBORONIC ACID, PINACOL ESTER
- SMILES CC1(C(C)(OB(O1)C2=CC(OC)=CC(C#N)=C2)C)C
Description
3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile delivers a boronate handle flanked by electron-rich methoxy and nitrile groups, enabling efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates seamlessly into molecular scaffolds requiring orthogonal functionalization, offering predictable reactivity under standard conditions.
Application
3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The methoxy and nitrile groups provide orthogonal functionality for downstream derivatization, while the tetramethylboronate moiety ensures high stability, ease of handling, and compatibility with diverse reaction conditions. Its robustness and predictable reactivity make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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473923-96-5 -
In-stock
73183-34-3 - ~47%
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In-stock
1035266-33-1
References
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ASTRAZENECA AB; ASTEX THERAPEUTICS LTD Patent: WO2008/76046 A1, 2008 ; Location in patent: Page/Page column 117-118 ; WO 2008/076046 A1
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Route2
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1527-89-5 - ~84%
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In-stock
1035266-33-1
References
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Zeqing, Li; Zhibin, Liang; Yuqiang, Wang; Pei, Yu Research on Chemical Intermediates, 2013 , vol. 39, # 4 p. 1917 - 1926
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Route3
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1527-89-5
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In-stock
73183-34-3
- ~%
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In-stock
1035266-33-1
References
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Xiao, Dong; Palani, Anandan; Sofolarides, Michael; Huang, Ying; Aslanian, Robert; Vaccaro, Henry; Hong, Liwu; McKittrick, Brian; West Jr., Robert E.; Williams, Shirley M.; Wu, Ren-Long; Hwa, Joyce; Sondey, Christopher; Lachowicz, Jean Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 2 p. 861 - 864
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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 51.48
- LogP 1.86608
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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