Lot numbers can be found on the outside label of a product:
(3,5-Di-tert-butylphenyl)boronic acid
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CAS No. 197223-39-5
- Cat. No. CS-W000895
- Purity≥97%
- MDL No.MFCD07780212
*For research and further manufacturing use only, not for direct human use.
Structure of 197223-39-5
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General Information
- CAS No. 197223-39-5
- Cat. No. CS-W000895
- Purity ≥97%
- MDL No. MFCD07780212
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₃BO₂
- Molecular Weight 234.14
- Synonym(s) Boronic acid, B-[3,5-bis(1,1-dimethylethyl)phenyl]-
- SMILES OB(c1cc(cc(c1)C(C)(C)C)C(C)(C)C)O
Description
This boronate moiety features a sterically shielded aryl core, enhancing stability and resistance to protodeboronation. The ortho-tert-butyl groups create a protective environment around the boronic acid functional group, enabling reliable performance in Suzuki-Miyaura couplings under standard conditions. Ideal for late-stage functionalization and complex molecule synthesis.
Application
(3,5-Di-tert-butylphenyl)boronic acid serves as a sterically hindered arylboronic acid that facilitates Suzuki-Miyaura cross-coupling reactions with high functional group tolerance and improved stability under ambient conditions. Its bulky tert-butyl groups enhance oxidative stability and reduce protodeboronation, enabling reliable coupling in complex molecule synthesis. The compound is particularly valuable for constructing sterically congested biaryl scaffolds in pharmaceutical and materials chemistry.
Synthesis
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Route1
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In-stock
22385-77-9 - ~56%
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In-stock
197223-39-5
References
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Chandrasekharam; Rajkumar; Rao, Ch. Srinivasa; Suresh; Reddy; Soujanya Journal of Chemical Sciences, 2011 , vol. 123, # 5 p. 555 - 565
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Route2
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121-43-7 -
In-stock
22385-77-9
- ~%
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In-stock
197223-39-5
References
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Chemistry - A European Journal, , vol. 18, # 14 p. 4174 - 4178
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Route3
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In-stock
1460-02-2 - ~%
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In-stock
197223-39-5
References
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Chemistry - A European Journal, , vol. 13, # 16 p. 4433 - 4451
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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 40.46
- LogP 1.9614
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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