ChemicalBook > CAS DataBase List > (2-METHOXY-1-NAPHTHYL)BORONIC ACID

(2-METHOXY-1-NAPHTHYL)BORONIC ACID

Product Name: (2-METHOXY-1-NAPHTHYL)BORONIC ACID
CAS No.: 104116-17-8
Chemical Name: (2-METHOXY-1-NAPHTHYL)BORONIC ACID
Synonyms: 21MONBA;1-(2-Methoxynaphthyl)boronic acid;2-Methoxynaphtalene-1-boronic acid;(2-METHOXY-1-NAPHTHYL)BORONIC ACID;(2-Methoxy-1-Naphthyl)bornoic acid;2-METHOXY-1-NAPHTHALENEBORONIC ACID;2-Methoxynaphthalene-1-boronic acid;Acide (2-méthoxy-1-naphtyl)boronique;(2-Methoxynaphthalen-1-yl)boronicaci;(2-Methoxy-1-naphthalenyl)boronic acid
CBNumber: CB11516143
Molecular Formula: C11H11BO3
Formula Weight: 202.01
MOL File: 104116-17-8.mol

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(2-METHOXY-1-NAPHTHYL)BORONIC ACID Property

Melting point:: 125-130°C
Boiling point:: 425.2±47.0 °C(Predicted)
Density: 1.23±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 8.53±0.30(Predicted)
form: solid
color: White
InChI: InChI=1S/C11H11BO3/c1-15-10-7-6-8-4-2-3-5-9(8)11(10)12(13)14/h2-7,13-14H,1H3
InChIKey: NHVWTZOWDLOBBS-UHFFFAOYSA-N
SMILES: B(C1=C2C(C=CC=C2)=CC=C1OC)(O)O

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
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.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 717657
Product name: 2-Methoxy-1-naphthaleneboronic acid
Packaging: 5g
Price: $405
Updated: 2023/06/20

TRC

Product number: M265818
Product name: (2-Methoxynaphthalen-1-yl)boronicAcid
Packaging: 500mg
Price: $110
Updated: 2021/12/16

Apolloscientific

Product number: OR360184
Product name: (2-Methoxy-1-naphthyl)boronic acid
Packaging: 1g
Price: $88
Updated: 2021/12/16

SynQuest Laboratories

Product number: 6660-1-90
Product name: (2-Methoxy-1-naphthyl)boronic acid
Purity: 98.0%
Packaging: 1g
Price: $104
Updated: 2021/12/16

AK Scientific

Product number: J95438
Product name: 2-Methoxy-1-naphthaleneboronic acid
Packaging: 5g
Price: $220
Updated: 2021/12/16

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(2-METHOXY-1-NAPHTHYL)BORONIC ACID Chemical Properties,Usage,Production

Uses

Reactant for:

Design of phosphorus C,P-ligands for environmentally benign cross-coupling reactions
Sterically hindered Suzuki-Miyaura coupling
Palladium-catalyzed cross-coupling reactions
Deboronation homocoupling reactions
Copper-catalyzed N-arylation of imidazoles
Stereoselective preparation of biaryl compounds via palladium-catalyzed asymmetric Suzuki-Miyaura coupling

Synthesis

121-43-7

3401-47-6

104116-17-8

A tetrahydrofuran (THF, 50 mL) solution of 1-bromo-2-methoxynaphthalene (7.67 g, 32.36 mmol) was slowly added dropwise to a THF solution (15 mL) of magnesium shavings (0.905 g, 37.2 mmol) in a flame-dried reaction vessel protected by argon. The reaction mixture was stirred at room temperature for 2 hours, followed by warming to 50 °C and continued stirring for 1 hour. Upon completion of the reaction, the mixture was cooled to -78 °C and trimethyl borate (11.4 mL, 101.7 mmol) was slowly added. After remaining at -78 °C for 2 h, the reaction mixture was gradually warmed to room temperature and stirred overnight. After addition of water (40 mL), THF was removed by distillation under reduced pressure. the aqueous phase was extracted with dichloromethane, the organic phases were combined and dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated. The target product 2-methoxy-1-naphthylboronic acid was obtained by recrystallization from dichloromethane as a white powder in 80% yield. The structure of the product was confirmed by 1H NMR (400.14 MHz, CDCl3) and 13C{1H} NMR (75.47 MHz, [D6]DMSO).

References

[1] Journal of Organometallic Chemistry, 2013, vol. 743, p. 31 - 36
[2] Organic Process Research and Development, 2003, vol. 7, # 3, p. 379 - 384

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Raw materials

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View Lastest Price from (2-METHOXY-1-NAPHTHYL)BORONIC ACID manufacturers

Shanghai Daken Advanced Materials Co.,Ltd

Product: 2-Methoxynaphthalene-1-boronic acid 104116-17-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 150KG /month
Release date: 2021-11-17

Henan Fengda Chemical Co., Ltd

Product: (2-Methoxy-1-Naphthyl)Boronic Acid 104116-17-8
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%, 99.5% Sublimated
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-31

Hebei Xinsheng New Material Technology Co., LTD.

Product: (2-METHOXY-1-NAPHTHYL)BORONIC ACID 104116-17-8
Price: US $35.00-25.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 Ton
Release date: 2023-09-14

104116-17-8, (2-METHOXY-1-NAPHTHYL)BORONIC ACIDRelated Search:

Boric acid 2-ETHOXY-1-NAPHTHALENEBORONIC ACID (2-METHOXY-1-NAPHTHYL)BORONIC ACID 2-(2-Methoxynaphthalen-1-yl)-4,4,6-trimethyl-1,3,2-dioxaborinane 2-(2-METHOXY-1-NAPHTHYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE 2-(2-Benzyloxynaphthalen-1-yl)-5,5-dimethyl-1,3,2-dioxaborinane 2-(2-Benzyloxynaphthalen-1-yl)-4,4,6-trimethyl-1,3,2-dioxaborinane

(2-METHOXY-1-NAPHTHYL)BORONIC ACID

2-METHOXY-1-NAPHTHALENEBORONIC ACID

Acide (2-méthoxy-1-naphtyl)boronique

Boronic acid, (2-methoxy-1-naphthalenyl)-

21MONBA

2-Methoxynaphthalene-1-boronic acid

(2-Methoxynaphthalen-1-yl)boronic acid

(2-Methoxy-1-naphthalenyl)boronic acid

1-(2-Methoxynaphthyl)boronic acid

2-Methoxynaphtalene-1-boronic acid

Boronic acid, B-(2-methoxy-1-naphthalenyl)-

(2-Methoxynaphthalen-1-yl)boronicaci

(2-Methoxy-1-Naphthyl)bornoic acid

B-(2-methoxy-1-naphthalenyl)-boronic acid

104116-17-8

Naphthalene

Organoborons