2-Chloro-5-(trifluoromethyl)benzeneboronic acid |
Catalog No.GD05924
One-Click Copy Product Info
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2-Chloro-5-(trifluoromethyl)benzeneboronic acid can serve as a reagent and intermediate in Suzuki coupling reactions to participate in carbon-carbon bond formation.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 182344-18-9
Sample solution is provided at 25 µL, 10mM.
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2-Chloro-5-(trifluoromethyl)benzeneboronic acid can serve as a reagent and intermediate in Suzuki coupling reactions to participate in carbon-carbon bond formation. 2-Chloro-5-(trifluoromethyl)benzeneboronic acid can also act as a boronic acid catalyst ligand in organic reactions such as olefin boronic acid isomerization[1].
References:
[1] Berezin, Andrey A, P. Koutentis. 8-(2-Chloro-5-(trifluoromethyl)phenyl)-4H-(1,2,4)oxadiazolo- (3,4-c)(1,4)benzoxazin-1-one. Molbank. 2011 (2011).
Application of 2-Chloro-5-(trifluoromethyl)benzeneboronic acid in Suzuki-Miyaura Coupling Reaction[1]
This protocol is adapted from research data and provided for reference only. Adjustments may be necessary based on specific experimental requirements.
1. Reagent Preparation: Weigh 8-Bromo-4H-[1,2,4]oxadiazolo[3,4-c][1,4]benzoxazin-1-one (NS2028) and 2-Chloro-5-(trifluoromethyl)benzeneboronic acid at a molar ratio of 1:2 for later use. Weigh Pd(OAc)₂ as the catalyst, using 10mol% relative to the molar amount of NS2028. Weigh KOAc as the base. Prepare anhydrous MeCN, distilled from calcium hydride and stored over 4Å molecular sieves, as the reaction solvent.
2. Reaction Setup: Place NS2028, 2-Chloro-5-(trifluoromethyl)benzeneboronic acid, KOAc, and Pd(OAc)₂ into a thick-walled glass reaction tube. Add anhydrous acetonitrile to dissolve. Seal the reaction tube.
3. Reaction Execution: Heat the sealed reaction tube at approximately 110°C for 12 hours, then cool to room temperature (approximately 20°C).
4. Product Isolation and Purification: Remove the volatile solvents under reduced pressure. Dissolve the residue in dichloromethane (DCM) and load it onto silica gel. Purify using dry flash chromatography with DCM as the eluent. The by-product, 2,2'-dichloro-5,5'-bis(trifluoromethyl)-1,1'-biphenyl, is eluted first. Continued elution yields the target product, 8-[2-Chloro-5-(trifluoromethyl)phenyl]-4H-[1,2,4]oxadiazolo[3,4-c][1,4]benzoxazin-1-one.
Precautions:
(1) This reaction must be carried out in a sealed tube under strictly anhydrous conditions. The use of anhydrous solvents and reagents is crucial for the success of the reaction.
(2) Perform the operation inside a fume hood.
(3) For your safety and health, please wear a lab coat and disposable gloves during operation.
References:
[1] Berezin, Andrey A, P. Koutentis. 8-(2-Chloro-5-(trifluoromethyl)phenyl)-4H-(1,2,4)oxadiazolo- (3,4-c)(1,4)benzoxazin-1-one. Molbank. 2011 (2011).
| Cas No. | 182344-18-9 | SDF | |
| Formula | C7H5BClF3O2 | M.Wt | 224.373 |
| Solubility | Storage | Store at RT | |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.4569 mL | 22.2843 mL | 44.5686 mL |
| 5 mM | 891.4 μL | 4.4569 mL | 8.9137 mL |
| 10 mM | 445.7 μL | 2.2284 mL | 4.4569 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)