Lot numbers can be found on the outside label of a product:
(E)-Hex-1-en-1-ylboronic acid
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CAS No. 42599-18-8
- Cat. No. CS-0094491
- Purity≥97%
- MDL No.MFCD01074553
*For research and further manufacturing use only, not for direct human use.
Structure of 42599-18-8
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General Information
- CAS No. 42599-18-8
- Cat. No. CS-0094491
- Purity ≥97%
- MDL No. MFCD01074553
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₃BO₂
- Molecular Weight 127.98
- Synonym(s) Hex-5-en-2-Ylboronic Acid
- SMILES OB(/C=C/CCCC)O
Description
(E)-Hex-1-en-1-ylboronic acid features a conjugated vinyl boronic acid moiety enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent delivers high functional group tolerance and stereoretention under standard conditions, streamlining access to substituted alkenes in synthetic workflows.
Application
(E)-Hex-1-en-1-ylboronic acid serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient C–C bond formation via Suzuki-Miyaura protocols. The vinyl boronic acid functionality exhibits good bench stability and tolerates a range of functional groups, facilitating its use in the synthesis of conjugated systems and complex molecular architectures. Its defined (E)-stereochemistry ensures predictable reactivity and minimal side-product formation during cross-coupling.
Synthesis
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Route1
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693-02-7 - ~97%
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In-stock
42599-18-8
References
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Perner, Richard J.; Lee, Chih-Hung; Jiang, Meiqun; Gu, Yu-Gui; DiDomenico, Stanley; Bayburt, Erol K.; Alexander, Karen M.; Kohlhaas, Kathy L.; Jarvis, Michael F.; Kowaluk, Elizabeth L.; Bhagwat, Shripad S. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 11 p. 2803 - 2807
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Route2
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![(E)-2-(Hex-1-en-1-yl)benzo[d][1,3,2]dioxaborole|CS-0310589](https://file.chemscene.com/productPIC/CS-0310589.gif)
37490-22-5 - ~86%
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In-stock
42599-18-8
References
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Fairlamb, Ian J. S.; Marrison, Lester R.; Dickinson, Julia M.; Lu, Feng-Ju; Schmidt, Jan Peter Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 15 p. 4285 - 4299
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Route3
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In-stock
![2,2'-Bibenzo[d][1,3,2]dioxaborole|CS-W019123](https://file.chemscene.com/productPIC/CS-W019123.gif)
13826-27-2 -
693-02-7
- ~62%
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In-stock
42599-18-8
References
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Parkinson, Christopher J.; Stoermer, Martin J. Journal of Organometallic Chemistry, 1996 , vol. 507, # 1-2 p. 207 - 214
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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 : P261-P271-P280
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Quality Control
Computational Chemistry Data
- TPSA 40.46
- LogP 0.7448
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 4
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Key Words
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