6-Methoxy-2-naphthaleneboronic acid

Base Information

• Chemical Name: 6-Methoxy-2-naphthaleneboronic acid
• CAS No.: 156641-98-4
• Molecular Formula: C11H11BO3
• Molecular Weight: 202.018
• Hs Code.: 29163990
• European Community (EC) Number: 627-194-5
• DSSTox Substance ID: DTXSID30405140
• Nikkaji Number: J765.339E
• Wikidata: Q72517126
• Mol file: 156641-98-4.mol

Synonyms:6-Methoxy-2-naphthaleneboronic acid;156641-98-4;(6-methoxynaphthalen-2-yl)boronic Acid;6-Methoxy-2-naphthylboronic Acid;6-METHOXYNAPHTHALENE-2-BORONIC ACID;6-methoxynaphthalen-2-ylboronic acid;Boronic acid, B-(6-methoxy-2-naphthalenyl)-;MFCD03093087;Boronic acid, (6-methoxy-2-naphthalenyl)-;SCHEMBL9210;6-Methoxy-2-naphthylboronicAcid;DTXSID30405140;GZFAVYWCPSMLCM-UHFFFAOYSA-N;AMY13276;CS-M1363;(6-methoxy-2-naphthyl)boronic acid;6-methoxy-2-naphthalene boronic acid;6-methoxy-naphthalene-2-boronic acid;6-Methoxynaphthalen-2-yl-boronic acid;AKOS004116037;AB13203;PS-9625;(2-methoxy)-6-naphthalene boronic acid;SY007854;[6-(methyloxy)-2-naphthalenyl]boronic acid;FT-0621184;M2256;6-Methoxy-2-naphthaleneboronic acid, >=95%;A22972;EN300-221439;J-518842;Z830344908

Chemical Property of 6-Methoxy-2-naphthaleneboronic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 6.42E-08mmHg at 25°C
• Melting Point: >295 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 416.249 °C at 760 mmHg
• PKA: 8.72±0.30(Predicted)
• Flash Point: 205.54 °C
• PSA: 49.69000
• Density: 1.23 g/cm³
• LogP: 0.52820
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.0801244
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-2-naphthylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)C=C(C=C2)OC)(O)O
• Uses: suzuki reaction Reactant for:Suzuki-Miyaura couplingEnantioselective a-arylation of carbonyls via copper-bisoxazoline catalysisEnantioselective synthesis of aryl ketonesCopper-catalyzed trifluoromethylationRhodium-catalyzed oxidative coupling with alkynes

Technology Process of 6-Methoxy-2-naphthaleneboronic acid

There total 7 articles about 6-Methoxy-2-naphthaleneboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Bromo-6-methoxynaphthalene (5111-65-9) → (6-methoxy-2-naphthalene)boronic acid (156641-98-4)

Guidance literature:

2-Bromo-6-methoxynaphthalene; With sec.-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With Triisopropyl borate; In tetrahydrofuran; hexane;

With hydrogenchloride; In tetrahydrofuran; hexane; for 0.166667h;

DOI:10.1021/jm058173s

Reference yield: 75.0%

triisopropylborane (1776-66-5) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → (6-methoxy-2-naphthalene)boronic acid (156641-98-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran;

Reference yield: 59.0%

boric acid tributyl ester (688-74-4) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → (6-methoxy-2-naphthalene)boronic acid (156641-98-4)

Guidance literature:

2-Bromo-6-methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -60 ℃; for 1.16667h; Inert atmosphere;

boric acid tributyl ester; In tetrahydrofuran; hexane; at -60 - 5 ℃; for 2.5h; Inert atmosphere;

upstream raw materials:

2-Bromo-6-methoxynaphthalene

triisopropylborane

triethyl borate

boric acid tributyl ester

Downstream raw materials:

C₂₄H₂₁NO₅

Ethyl 4-{(1S)-1-[3-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(6-methoxy-2-naphthyl)-1H-pyrazol-1-yl]ethyl}benzoate

Ethyl 4-{(1S)-1-[3-[2-ethoxy-5-(trifluoromethyl)-phenyl]-5-(6-methoxy-2-naphthyl)-1H-pyrazol-1-yl]ethyl}benzoate

C₃₆H₂₆O₂

Refernces

• 1、 Music, Arif,Baumann, Andreas N.,Spie?, Philipp,Plantefol, Allan,Jagau, Thomas C.,Didier, Dorian. "Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates". supporting information. p. 4341 - 4348. Retrieved 2020/03/04.
• 2、 -. "POLYMERIZABLE COMPOUND AND OPTICAL ANISOTROPIC BODY". Paragraph 0173; 0175. . Retrieved 2016/10/08.