Lot numbers can be found on the outside label of a product:
3,4-Dimethylphenylboronic acid
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CAS No. 55499-43-9
- Cat. No. CS-D1027
- Purity≥96%
- MDL No.MFCD01009694
*For research and further manufacturing use only, not for direct human use.
Structure of 55499-43-9
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General Information
- CAS No. 55499-43-9
- Cat. No. CS-D1027
- Purity ≥96%
- MDL No. MFCD01009694
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₁BO₂
- Molecular Weight None
- Synonym(s) 3,4-Dimethylbenzeneboronic Acid (contains varying amounts of Anhydride); 3,4-Dimethylphenylboronic acid
- SMILES CC1=CC=C(B(O)O)C=C1C
Description
L-(+)-Valinol reacts with aldehydes and nitriles to form imines and oxazolines, respectively, for asymmetric synthesis. It is also used for preparation of 4-isopropyloxazolidinones, employed in stereocontrolled aldol and alkylation reactions, synthesis of chiral 2-thiazolidinethiones for aldol reactions, asymmetric alkylation of condensation product with keto acids, asymmetric reactions of its amidines and imines and oxidation of N-protected derivative to the aldehyde.
Application
3,4-Dimethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-dimethyl substitution enhances stability and modulates reactivity, while the boronic acid group offers excellent functional group tolerance and ease of purification. Ideal for constructing substituted biaryl scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
255837-23-1 - ~82%
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In-stock
55499-43-9
References
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Haddenham, Dustin; Bailey, Christopher L.; Vu, Chau; Nepomuceno, Gabby; Eagon, Scott; Pasumansky, Lubov; Singaram, Bakthan Tetrahedron, 2011 , vol. 67, # 3 p. 576 - 583
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Route2
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121-43-7 -
583-71-1
- ~71%
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In-stock
55499-43-9
References
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Ishi-i, Tsutomu; Nakashima, Kazuaki; Shinkai, Seiji Chemical Communications, 1998 , # 9 p. 1047 - 1048
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Route3
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583-71-1
- ~%
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In-stock
55499-43-9
References
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Angewandte Chemie - International Edition, , vol. 47, # 6 p. 1115 - 1118
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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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 40.46
- LogP -0.01676
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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