4,4,5,5-tetramethyl-2-naphthalen-2-yl-1,3,2-dioxaborolane - Names and Identifiers
Name | Naphthalene-2-boronic acid pinacol ester
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Synonyms | 2-Napthaleneboronic acid, pinacol ester Naphthalene-2-boronic acid pinacol ester 2-NAPHTHALENEBORONIC ACID, PINACOL ESTER 2-Naphthaleneboronic Acid, Pinacol Ester NAPHTHALENE-2-BORONIC ACID, PINACOL ESTER 4,4,5,5-Tetramethyl-2-(2-naphthyl)-1,3,2-dioxaborolane 2-(Naphth-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4,4,5,5-tetramethyl-2-naphthalen-2-yl-1,3,2-dioxaborolane 4,4,5,5-TetraMethyl-2-(naphthalen-2-yl)-1,3,2-dioxaborolane
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CAS | 256652-04-7
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InChI | InChI=1/C16H19BO2/c1-15(2)16(3,4)19-17(18-15)14-10-9-12-7-5-6-8-13(12)11-14/h5-11H,1-4H3 |
4,4,5,5-tetramethyl-2-naphthalen-2-yl-1,3,2-dioxaborolane - Physico-chemical Properties
Molecular Formula | C16H19BO2
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Molar Mass | 254.13 |
Density | 1.06±0.1 g/cm3(Predicted) |
Melting Point | 64.0 to 68.0 °C |
Boling Point | 378.7±11.0 °C(Predicted) |
Flash Point | 182.82°C |
Water Solubility | Slightly soluble in water. |
Vapor Presure | 0mmHg at 25°C |
Appearance | Solid |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.558 |
4,4,5,5-tetramethyl-2-naphthalen-2-yl-1,3,2-dioxaborolane - Risk and Safety
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin.
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Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
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HS Code | 29319090 |
4,4,5,5-tetramethyl-2-naphthalen-2-yl-1,3,2-dioxaborolane - Introduction
Naphthalene-2-boronic acid pinacol ester, also known as 2-napthaleneboronic acid pinacol ester, is an organic compound. The following is a description of its nature, use, preparation and safety information:
Nature:
-Appearance: Colorless crystalline or powdery solid
-Molecular formula: C18H21BO2
-Molecular weight: 274.17g/mol
-Melting point: 90-91 ° C
-Boiling point: 401.1 ° C
-Solubility: Soluble in organic solvents such as ethanol, dimethyl sulfoxide and dichloromethane
Use:
- Naphthalene-2-boronic acid pinacol ester is a compound commonly used in organic synthesis. It is mainly used in organometallic catalytic reactions and Suzuki-Miyaura coupling reactions, and is used as an important borate reagent
-It can be used as a lively nucleophile to participate in various reactions, such as root-specific reaction, nucleophilic substitution reaction, etc.
-can be used to synthesize pesticides, complexes and other pharmaceutical intermediates
-In drug research, Naphthalene-2-boronic acid pinacol ester is also used as a starting material for kinase inhibitors and compound screening
Method:
Naphthalene-2-boronic acid pinacol ester can be prepared by the two-step reaction of caustic soda and boric acid. The specific steps are as follows:
1. The naphthalene boronic acid and pinacol ester are mixed and heated under solvent-free conditions.
2. Add an appropriate amount of caustic soda, and maintain the temperature of the reaction mixture at 100-110 ° C. Under an inert atmosphere, and react for 12-24 hours.
3. The reaction mixture was cooled to room temperature and neutralized with water and acid.
4. Through extraction, distillation and crystallization operations, purification to obtain the Naphthalene-2-boronic acid pinacol ester product.
Safety Information:
- Naphthalene-2-boronic acid pinacol ester is of low toxicity, as an organic compound, it should follow appropriate laboratory safety procedures and avoid inhalation, intake or skin contact
-During operation, avoid contact with strong oxidants, acidic substances and high temperatures to prevent danger
-Wear appropriate protective equipment, such as gloves, goggles and protective clothing, to ensure good ventilation
-In case of contact with skin or eyes, rinse with plenty of water and seek medical help
Last Update:2024-04-09 15:17:56