ChemicalBook > CAS DataBase List > 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-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
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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
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Safety

Hazard Codes 
Xi
Hazard Note 
Irritant/Keep Cold
HS Code 
2931900090
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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.

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N-Bromosuccinimide Price

AK Scientific
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
SynQuest Laboratories
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
Matrix Scientific
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
American Custom Chemicals Corporation
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
Matrix Scientific
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
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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

Raw materials

Preparation Products

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3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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jkinfo@jkchemical.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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Energy Chemical
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sales8178@energy-chemical.com
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Wuhan Chemwish Technology Co., Ltd
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Nanjing Norris-Pharm Technology Co., Ltd
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18652989687
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+86-25-52131256
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Shanghai Synmedia Chemical Co., Ltd.
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AstaTech (Chengdu) Pharma. Co., Ltd.
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Shanghai Worldyang Chemical Co.,Ltd.
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169126-64-1, 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACIDRelated Search:


  • 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID
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