| Identification | More | [Name]
Cyclopropylboronic acid pinacol ester | [CAS]
126689-01-8 | [Synonyms]
2-CYCLOPROPYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
2-CYCLOPROPYLBORONIC ACID, PINACOL ESTER
AKOS BRN-0606
CYCLOPROPYLBORONIC ACID PINACOL ESTER
2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-
(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane | [Molecular Formula]
C9H19BO3 | [MDL Number]
MFCD05663847 | [Molecular Weight]
186.06 | [MOL File]
126689-01-8.mol |
| Questions And Answer | Back Directory | [Preparation]
Under nitrogen protection, an anhydrous tetrahydrofuran (THF) solution of pinacol isopropyl borate was slowly added dropwise to a THF solution of cyclopropyl magnesium bromide over a period of more than 30 minutes. After the addition was complete, the mixture was stirred at room temperature for 5 hours, then naturally heated to 25°C and stirred for another 16-20 hours. The reaction progress was monitored by TLC. After the reaction was complete, the reaction solution was poured into a 1:1 mixture of saturated ammonium chloride aqueous solution and ethyl acetate, stirred, and separated. The organic phase was washed with saturated brine, dried, and concentrated. Finally, the product was purified by column chromatography to obtain pinacol isopropyl borate. Throughout the reaction, strict control of the solvent drying degree and the inert atmosphere of the operating environment is necessary to ensure the smooth progress of the reaction and the acquisition of a high-purity product. |
| Chemical Properties | Back Directory | [Boiling point ]
146 °C | [density ]
0.922 g/mL at 25 °C
| [refractive index ]
n20/D 1.433
| [Fp ]
104 °F
| [storage temp. ]
Refrigerator | [form ]
liquid | [color ]
colorless | [Sensitive ]
Moisture Sensitive | [InChI]
InChI=1S/C9H17BO2/c1-8(2)9(3,4)12-10(11-8)7-5-6-7/h7H,5-6H2,1-4H3 | [InChIKey]
XGBMQBPLWXTEPM-UHFFFAOYSA-N | [SMILES]
O1C(C)(C)C(C)(C)OB1C1CC1 | [CAS DataBase Reference]
126689-01-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 3272 3/PG 3
| [WGK Germany ]
3
| [TSCA ]
No | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29319090 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
Cyclopropylboronic acid pinacol ester can be used:
- As a cyclopropylating reagent in the study of thiophenol S-cyclopropylation, catalyzed by copper(II) acetate.
- In one of the key synthetic steps for the preparation of 5-lipoxygenase activating protein (FLAP) inhibitor.
| [Uses]
suzuki reaction | [Synthesis Reference(s)]
Tetrahedron Letters, 30, p. 4815, 1989 DOI: 10.1016/S0040-4039(01)80516-5 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|