2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane - Names and Identifiers
Name | 2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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Synonyms | 5-Bromo-2,3-difluorophenylboronic acid,pinacol ester 5-Bromo-2,3-difluorobenzeneboronic acid, pinacol ester 2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS | 1073339-12-4
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2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane - Physico-chemical Properties
Molecular Formula | C12H14BBrF2O2
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Molar Mass | 318.95 |
Storage Condition | 2-8°C |
Sensitive | IRRITANT |
MDL | MFCD11855989 |
2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane - Introduction
2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is an organoboron compound. It has the following properties:
1. Appearance: colorless liquid or solid (depending on temperature)
2. Solubility: Soluble in some organic solvents, such as ether, methanol and dichloromethane
3. Melting point: about 45°C
2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has a wide range of uses in the fields of chemistry and medicine, including:
1. Applied to organic synthesis reactions, used as organic synthesis intermediates, for example, as a source of boron ester reagents in carbonylation reactions.
2. Because it contains boron atoms, it can be used as a fluorescent probe for fluorescence microscopy and biological imaging.
3. Used in the field of medicine, as a structural module of drug molecules, with potential drug activity.
The preparation of 2-(5-Bromo-2,3-difluorophenyl)-4,4, 5,5-tetrathyl-1, 3,2-dioxaborolane is usually carried out by the following steps:
1.2,3-difluorobenzoic acid was condensed with triphenylphosphine and dimethyl tetrafluoroborate in the presence of potassium carbonate to synthesize the corresponding ester.
2. Reduction of the ester with lithium aluminum hydride to obtain the corresponding alcohol.
3. Condensation reaction of alcohol and o-bromo borate ester under the catalysis of alkali to generate 2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.
The following safety information is required when using or handling 2-(5-Bromo-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane:
1. This compound may be harmful to health and may cause eye, skin and respiratory system irritation. Appropriate personal protective measures, such as wearing chemical protective glasses, gloves and protective clothing, must be observed.
2. Avoid inhaling the dust or vapor of the compound and ensure that it is operated in a well-ventilated environment.
3. When using or handling the compound, laboratory safety procedures must be observed, and the accumulation of fire and electrostatic charges must be strictly controlled.
4. If you come into contact with this compound, immediately flush the affected area with plenty of water and seek medical help.
Before performing any experiment or application, please read the safety data sheet (SDS) of the compound carefully and follow the corresponding safety operation guidelines.
Last Update:2024-04-09 21:21:28