4-Butoxyphenylboronic acid

Base Information

• Chemical Name: 4-Butoxyphenylboronic acid
• CAS No.: 105365-51-3
• Molecular Formula: C10H15BO3
• Molecular Weight: 194.038
• Hs Code.: 2931900090
• European Community (EC) Number: 690-778-3
• DSSTox Substance ID: DTXSID00397104
• Nikkaji Number: J1.713.690I
• Wikidata: Q72513965
• Mol file: 105365-51-3.mol

Synonyms:4-Butoxyphenylboronic acid;105365-51-3;4-n-Butoxyphenylboronic acid;(4-butoxyphenyl)boronic Acid;(4-n-Butoxyphenyl)boronic acid;Boronic acid, (4-butoxyphenyl)-;MFCD03427054;4-butoxybenzeneboronic acid;4-Butyloxyphenylboronic acid;4-(N-BUTOXY)BENZENEBORONIC ACID;4-BUTOXYCARBONYLBORONIC ACID;4-butoxy-phenyl boronic acid;4-n-Butoxybenzeneboronic acid;SCHEMBL623764;DTXSID00397104;QUPFQMXWFNJUNJ-UHFFFAOYSA-N;AMY29936;BCP14747;AKOS004116144;AB15045;N,N,N,N-TETRAAMYLETHYLENEDIAMINE;BP-10101;DS-13274;SY105122;B4727;CS-0019994;FT-0642590;A22914;EN300-7374677;J-514849;Z336080310;4-Butoxyphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 4-Butoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 2.92E-05mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Refractive Index: 1.51
• Boiling Point: 342.285 °C at 760 mmHg
• PKA: 8.72±0.16(Predicted)
• Flash Point: 160.808 °C
• PSA: 49.69000
• Density: 1.085 g/cm³
• LogP: 0.54530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.1114245
• Heavy Atom Count: 14
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

4-Butoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OCCCC)(O)O
• Uses: suzuki reaction Used as a reactant for Suzuki-Miyaura cross-coupling reactions, condensation reactions, synthesis of azobenzene-functionalized compounds. Also used for preparation of highly fluorescent diketopyrrolopyrrole derivatives, rhodium-catalyzed Suzuki-type cross-coupling and copper-catalyzed asymmetric conjugate reduction of coumarins.

Technology Process of 4-Butoxyphenylboronic acid

There total 2 articles about 4-Butoxyphenylboronic 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-butoxybenzene (39969-57-8) → 4-butoxyphenylboronic acid (105365-51-3)

Guidance literature:

1-bromo-4-butoxybenzene; 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-butane (109-65-9) + 4-bromo-phenol (106-41-2) → 4-butoxyphenylboronic acid (105365-51-3)

Guidance literature:

1-bromo-butane; 4-bromo-phenol;

With n-butyllithium; Trimethyl borate;

DOI:10.1002/chem.201203315

Reference yield: 96.0%

4-butoxyphenylboronic acid (105365-51-3) → 4-n-butoxyphenol (122-94-1)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 30 - 35 ℃; for 0.166667h; Schlenk technique;

DOI:10.1016/j.tetlet.2017.07.041

upstream raw materials:

1-bromo-4-butoxybenzene

1-bromo-butane

4-bromo-phenol

Downstream raw materials:

5-bromo-2-(4-butoxy-phenyl)-pyrimidine

1-((4'-butoxy(1,1'-biphenyl)-4-yl)thio)-3-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-propanone

Refernces

• 1、 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.