4-Isobutylphenylboronic acid

Base Information

• Chemical Name: 4-Isobutylphenylboronic acid
• CAS No.: 153624-38-5
• Molecular Formula: C10H15BO2
• Molecular Weight: 178.039
• Hs Code.: 29319090
• European Community (EC) Number: 689-855-4
• DSSTox Substance ID: DTXSID30378481
• Nikkaji Number: J3.646.877G
• Wikidata: Q72485079
• Mol file: 153624-38-5.mol

Synonyms:Boronicacid, [4-(2-methylpropyl)phenyl]- (9CI);[4-(2-Methylpropyl)phenyl]boronic acid;4-(2-Methylpropyl)benzeneboronic acid;

Chemical Property of 4-Isobutylphenylboronic acid

Chemical Property:

• Vapor Pressure: 0.000335mmHg at 25°C
• Melting Point: 117-120 °C
• Refractive Index: 1.509
• Boiling Point: 306.5 °C at 760 mmHg
• PKA: 8.62±0.10(Predicted)
• Flash Point: 139.2 °C
• PSA: 40.46000
• Density: 1.02 g/cm³
• LogP: 0.56490
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.1165099
• Heavy Atom Count: 13
• Complexity: 140

Purity/Quality:

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

4-Isobutylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36/37/39-36-22-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)CC(C)C)(O)O
• Uses: 4-Isobutylphenylboronic Acid is an intermediate used to prepare thiophenesulfonamides as endothelin receptor antagonists. it is also used to synthesize thalidomide analogs with the proinflammatory cytokine Tumor Necrosis Factor (TNF) expression inhibition activities.

Technology Process of 4-Isobutylphenylboronic acid

There total 1 articles about 4-Isobutylphenylboronic 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:

Trimethyl borate (121-43-7,63156-11-6) + 4-bromo-isobutylbenzene (57181-82-5) → 4-isobutyl-phenylboronic acid (153624-38-5)

Guidance literature:

With hydrogenchloride; iodine; magnesium; In tetrahydrofuran;

Reference yield: 90.0%

4-[1-(6-chloro-pyridin-3-yloxy)-butyl]-benzoic acid methyl ester (1208223-18-0) + 4-isobutyl-phenylboronic acid (153624-38-5) → 4-{1-[6-(4-isobutyl-phenyl)-pyridin-3-yloxy]-butyl}-benzoic acid methyl ester (1208223-19-1)

Guidance literature:

4-[1-(6-chloro-pyridin-3-yloxy)-butyl]-benzoic acid methyl ester; 4-isobutyl-phenylboronic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; toluene; Reflux;

With potassium fluoride; In water; toluene; at 20 - 90 ℃;

Reference yield: 86.0%

2,4,5-tribromo-1-methoxymethyl-1H-imidazole (22927-61-3) + 4-isobutyl-phenylboronic acid (153624-38-5) → 1-methoxymethyl-2-(4-iso-butylphenyl)-4,5-dibromoimidazole

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; water; toluene; for 18h; Inert atmosphere; Reflux;

upstream raw materials:

Trimethyl borate

4-bromo-isobutylbenzene

Downstream raw materials:

4'-isobutyl-biphenyl-2-sulfonic acid (3,4-dimethyl-isoxazol-5-yl)-(2-methoxy-ethoxymethyl)-amide

N-(3,4-Dimethyl-5-isoxazolyl)-N-((2-methoxyethoxy)methyl)-4'-(2-methylpropyl)-4-(phenylmethoxy)[1,1'-biphenyl]-2-sulfonamide

4,4'-di(s-butyl)biphenyl

C₁₈H₁₇NO₃

Refernces