3-FORMYL-4-METHYLPHENYLBORONIC ACID

Base Information

• Chemical Name: 3-FORMYL-4-METHYLPHENYLBORONIC ACID
• CAS No.: 1106869-99-1
• Molecular Formula: C8H9BO3
• Molecular Weight: 163.969
• Hs Code.: 2931900090
• Mol file: 1106869-99-1.mol

Synonyms:3-FORMYL-4-METHYLPHENYLBORONIC ACID

Chemical Property of 3-FORMYL-4-METHYLPHENYLBORONIC ACID

Chemical Property:

• Boiling Point: 356.5±52.0 °C(Predicted)
• PKA: 8.10±0.10(Predicted)
• PSA: 57.53000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: -0.51270
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

3-Formyl-4-methylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-FORMYL-4-METHYLPHENYLBORONIC ACID

There total 2 articles about 3-FORMYL-4-METHYLPHENYLBORONIC 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: 82.4%

2-methyl-5-bromobenzaldehyde ethylene glycol + boric acid tributyl ester (688-74-4) → (3-formyl-4-methylphenyl)boronic acid (1106869-99-1)

Guidance literature:

2-methyl-5-bromobenzaldehyde ethylene glycol; boric acid tributyl ester; With magnesium; In tetrahydrofuran; at 30 ℃; Inert atmosphere;

With sulfuric acid; In tetrahydrofuran; pH=4; Temperature; Inert atmosphere;

Reference yield: 70.0%

2-methyl-5-bromobenzaldehyde ethylene glycol + boric acid tributyl ester (688-74-4) + water (7732-18-5) → (3-formyl-4-methylphenyl)boronic acid (1106869-99-1)

Guidance literature:

2-methyl-5-bromobenzaldehyde ethylene glycol; With n-butyllithium; In tetrahydrofuran; at -80 ℃; Inert atmosphere;

boric acid tributyl ester; In tetrahydrofuran; at -80 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; pH=1 - 2; Temperature; Inert atmosphere;

Reference yield: 88.0%

(3-formyl-4-methylphenyl)boronic acid (1106869-99-1) + 2-(2-iodophenyl)naphthalene (97295-35-7) → 4-methyl-2'-(naphthalen-2-yl)-[1,1'-biphenyl]-3-carbaldehyde

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; In water; dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03359

upstream raw materials:

boric acid tributyl ester

water

Downstream raw materials:

2-[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]isoindoline-1,3-dione

[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine

[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Refernces

• 1、 -. "Preparation method of 3-aldehyde-4-methylphenylboronic acid". Paragraph 0019; 0021-0023; 0026; 0027; 0036; 0037. . Retrieved 2018/07/03.