4-Propoxyphenylboronic acid

Base Information

• Chemical Name: 4-Propoxyphenylboronic acid
• CAS No.: 186497-67-6
• Molecular Formula: C9H13BO3
• Molecular Weight: 180.011
• Hs Code.: 29319090
• European Community (EC) Number: 805-880-7
• DSSTox Substance ID: DTXSID80403479
• Nikkaji Number: J2.853.472H
• Wikidata: Q72502563
• Mol file: 186497-67-6.mol

Synonyms:4-Propoxyphenylboronic acid;186497-67-6;(4-propoxyphenyl)boronic Acid;4-propoxybenzeneboronic acid;MFCD03427189;4-n-Propoxyphenylboronic acid;(4-Propyloxyphenyl)boronic acid;4-PROPOXYPHENYLBORONICACID;Boronic acid, (4-propoxyphenyl)-;4-propoxyphenyl boronic acid;4-Propoxy-phenylboronic acid;4-propoxy-phenyl-boronic acid;SCHEMBL257577;DTXSID80403479;SOKFEJKZYHYKSY-UHFFFAOYSA-N;AMY18530;AKOS004116396;AB15054;CS-W017240;AS-14926;SY017566;FT-0647427;P1968;A813040;J-502753;J-515968;4-Propoxyphenylboronic acid (contains varying amounts of anhydride)

Chemical Property of 4-Propoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 7.06E-05mmHg at 25°C
• Melting Point: 123-126 °C(lit.)
• Refractive Index: 1.514
• Boiling Point: 329.6 °C at 760 mmHg
• Flash Point: 153.1 °C
• PSA: 49.69000
• Density: 1.1 g/cm₃
• LogP: 0.15520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.0957744
• Heavy Atom Count: 13
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

4-Propoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OCCC)(O)O
• Uses: Reactant for: ? Synthesis of obovatol derivatives as anti-platelet activity ? Suzuki-Miyaura reaction with chloro arenes using (phenylphosphine)palladium catalyst ? Preparation of bisaryl substituted thiazoles and oxazoles as selective peroxisome prolifer suzuki reaction

Technology Process of 4-Propoxyphenylboronic acid

There total 4 articles about 4-Propoxyphenylboronic 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:

1-bromo-4-propoxybenzene (39969-56-7) → 4-n-propoxyboronic acid (186497-67-6)

Guidance literature:

1-bromo-4-propoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h;

With Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 8h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; for 1h;

Reference yield:

1-bromo-4-propoxybenzene (39969-56-7) → 4-n-propoxyboronic acid (186497-67-6) + 2,4,6-tris-(4-propoxy-phenyl)-cyclotriboroxane

Guidance literature:

1-bromo-4-propoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.75h;

With Trimethyl borate; In tetrahydrofuran; at -78 ℃; for 1h;

With hydrogenchloride; at 20 ℃; for 1h;

DOI:10.1080/15421400390223158

Reference yield:

4-bromo-phenol (106-41-2) → 4-n-propoxyboronic acid (186497-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 77 percent / K₂CO₃ / acetonitrile / Heating

2.1: BuLi / tetrahydrofuran; hexane / -78 °C

2.2: B(OMe)3 / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1080/10587250108030006

upstream raw materials:

1-bromo-4-propoxybenzene

4-bromo-phenol

Downstream raw materials:

4-hydroxy-4''-propoxy-p-terphenyl

methyl 7-(4-propoxyphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate 1,1-dioxide

Refernces

• 1、 Zhou, Dan,Chen, Yiwang,Chen, Lie,Li, Fan,Nie, Huarong,Yao, Kai. "Effects of substitution and terminal groups for liquid-crystallinity enhanced luminescence of disubstituted polyacetylenes carrying chromophoric terphenyl pendants". experimental part. p. 1302 - 1315. Retrieved 2010/11/05.
• 2、 Yu, Z. N.,Tu, H. L.,Wan, X. H.,Chen, X. F.,Zhou, Q. F.. "Synthesis and Properties of Liquid Crystalline 4,4 -Dialkoxy-2'-Methyl-p-Terphenyls". . p. 41 - 56. Retrieved 2007/10/03.