3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID
- Product Name
- 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID
- CAS No.
- 169126-64-1
- Chemical Name
- 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID
- Synonyms
- (3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl);3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-BORONIC ACID;3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE-2-BORONIC ACID;3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID;3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronicacid95%;3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid 95%;Boronic acid, B-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-
- CBNumber
- CB7165566
- Molecular Formula
- C15H23BO2
- Formula Weight
- 246.15
- MOL File
- 169126-64-1.mol
3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID Property
- Melting point:
- 198-201
- storage temp.
- Inert atmosphere,2-8°C
- Appearance
- White to off-white Solid
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant/Keep Cold
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- X0567
- Product name
- 3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalene-2-boronicacid
- Packaging
- 1g
- Price
- $335
- Updated
- 2021/12/16
- Product number
- 6760-1-21
- Product name
- 3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
- Purity
- 95%
- Packaging
- 1g
- Price
- $440
- Updated
- 2021/12/16
- Product number
- 090468
- Product name
- (3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)boronic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $538
- Updated
- 2021/12/16
- Product number
- BOR0000484
- Product name
- 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL BORONIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $553.35
- Updated
- 2021/12/16
- Product number
- 090468
- Product name
- (3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)boronic acid
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $243
- Updated
- 2021/12/16
3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID Chemical Properties,Usage,Production
Synthesis
119999-22-3
169126-64-1
Synthesis was carried out using the method of Faul et al. THF (30 mL) was added to a 100 mL round-bottomed flask, followed by the addition of a hexane solution of 1.6 M n-butyllithium (8.0 mL, 12.8 mmol). The resulting solution was cooled to -78°C in a dry ice-acetone bath and stirred under nitrogen protection. a solution of a 2:1 mixture of 6-bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene (3.3587 g, 7.88 mmol) in THF (8 mL) was added dropwise to this solution over a 20-min period, and the reaction mixture continued to stir at -78°C for for 10 min. Subsequently, a solution of triisopropyl borate (4.9 mL, 21.3 mmol) in THF (10 mL) was added dropwise over 20 minutes. The reaction was stirred at -78°C for 1 h. After stirring, the reaction was slowly warmed to room temperature and stirring was continued for 2 h. The reaction was then purged with 3N HCl (2.5 mL). Upon completion of the reaction, the reaction was quenched with 3N HCl (35 mL) and stirred for 2 h. After stirring, the mixture was poured into ethyl acetate and the organic and aqueous layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuum to give the crude product. The crude product was purified by column chromatography (150 mL silica gel, ethyl acetate:hexane=1:3) to afford 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid (0.8838 g, 45%) as a white crystalline solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) and 13C NMR (100.6 MHz, CDCl3).
References
[1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
[2] Patent: US6147255, 2000, A
[3] Patent: WO2013/40227, 2013, A2. Location in patent: Page/Page column 37
3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID Preparation Products And Raw materials
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