3-Methoxynaphthalene-2-boronic acid

Base Information

• Chemical Name: 3-Methoxynaphthalene-2-boronic acid
• CAS No.: 104115-76-6
• Molecular Formula: C11H11BO3
• Molecular Weight: 202.018
• Hs Code.: 2931900090
• European Community (EC) Number: 802-028-6
• DSSTox Substance ID: DTXSID20447231
• Nikkaji Number: J1.177.329J
• Wikidata: Q82266065
• Mol file: 104115-76-6.mol

Synonyms:104115-76-6;3-Methoxynaphthalene-2-boronic acid;(3-methoxynaphthalen-2-yl)boronic Acid;3-methoxy-2-naphthylboronic acid;3-Methoxynaphthalen-2-yl-2-boronic acid;3-methoxynaphthalen-2-ylboronic acid;MFCD12025968;(3-Methoxynaphthalen-2-yl)boronic acid;3-methoxynaphthalen-2-boronic acid;Boronic acid, (3-methoxy-2-naphthalenyl)-;AMY186;SCHEMBL2202666;DTXSID20447231;RHNSMLZROCLQBJ-UHFFFAOYSA-N;3-Methoxynaphthalene-2-boronicacid;(3-methoxynaphthalen-2-yl)boronicAcid;AKOS015851718;OL10120;AS-19762;CS-0037483;A857705;J-512795;Not available

Chemical Property of 3-Methoxynaphthalene-2-boronic acid

Chemical Property:

• Melting Point: 153-155 °C
• Boiling Point: 425.2±47.0 °C(Predicted)
• PKA: 8.53±0.30(Predicted)
• PSA: 49.69000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 0.52820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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:

98%,99%, ^*data from raw suppliers

3-Methoxynaphthalen-2-yl-2-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=CC=CC=C2C=C1OC)(O)O

Technology Process of 3-Methoxynaphthalene-2-boronic acid

There total 6 articles about 3-Methoxynaphthalene-2-boronic 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: 85.0%

2-Methoxynaphthalene (93-04-9) → 3-methoxynaphthalen-2-ylboronic acid (104115-76-6)

Guidance literature:

2-Methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 2.5h;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo026045v

Reference yield: 74.0%

Trimethyl borate (121-43-7,63156-11-6) + 2-Methoxynaphthalene (93-04-9) → 3-methoxynaphthalen-2-ylboronic acid (104115-76-6)

Guidance literature:

2-Methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 2.5h;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 6.5h;

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1002/bkcs.11872

Reference yield:

C17H23BO3 → 3-methoxynaphthalen-2-ylboronic acid (104115-76-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h;

DOI:10.1002/1521-3765(20021018)8:20<4633::AID-CHEM4633>3.0.CO;2-N

upstream raw materials:

2-Methoxynaphthalene

1-bromo-2-methoxynaphthalene

Trimethyl borate

Downstream raw materials:

3-benzyl-2-methoxynaphthalene

2-methoxy-3-(2-fluorophenyl)naphthalene

5-(3-bromophenyl)benzo[b]naphtho[2,3-d]furan

2-(3-methoxynaphthalen-2-yl)-benzoic acid ethyl ester

Refernces

• 1、 Chowdhury, Sultan,Georghiou, Paris E.. "Synthesis and properties of a new member of the calixnaphthalene family: A C2-Symmetrical endo-calix[4]naphthalene". . p. 6808 - 6811. Retrieved 2002.
• 2、 -. "ANTHRACENE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING SAME". Paragraph 0130; 0132; 0133; 0134. . Retrieved 2015/11/11.