(4-Hydroxy-3,5-dimethylphenyl)boronic acid

Base Information

• Chemical Name: (4-Hydroxy-3,5-dimethylphenyl)boronic acid
• CAS No.: 934826-20-7
• Molecular Formula: C8H11BO3
• Molecular Weight: 165.98214
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30681745
• Wikidata: Q82605884
• Mol file: 934826-20-7.mol

Synonyms:934826-20-7;(4-Hydroxy-3,5-dimethylphenyl)boronic acid;4-HYDROXY-3,5-DIMETHYLPHENYLBORONIC ACID;3,5-dimethyl-4-hydroxyphenylboronic acid;MFCD13181647;(4-Hydroxy-3,5-dimethyl-phenyl)boronic acid;SCHEMBL385487;DTXSID30681745;AKOS006336744;BS-23253;(4-Hydroxy-3,5-dimethylphenyl)boronicacid;CS-0174821;FT-0758684;D71539;EN300-7375058;A859757

Chemical Property of (4-Hydroxy-3,5-dimethylphenyl)boronic acid

Chemical Property:

• Boiling Point: 366.6±52.0 °C(Predicted)
• PKA: 9.22±0.11(Predicted)
• PSA: 60.69000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: -0.31120
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.0801244
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98.5% ^*data from raw suppliers

4-Hydroxy-3,5-dimethylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C(=C1)C)O)C)(O)O

Technology Process of (4-Hydroxy-3,5-dimethylphenyl)boronic acid

There total 2 articles about (4-Hydroxy-3,5-dimethylphenyl)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:

2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenol (269410-25-5) → 4-hydroxy-3,5-dimethylphenylboronic acid (934826-20-7)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; for 1.5h;

Reference yield:

tetrahydroxydiboron (13675-18-8) + 4-bromo-2,6-dimethyl-phenol (2374-05-2) → 4-hydroxy-3,5-dimethylphenylboronic acid (934826-20-7)

Guidance literature:

With [{Pd(μ-Cl){κ²-P,C-P(iPr)₂(OC₆H₃-2-Ph)}}₂]; sodium acetate; In dichloromethane; water; at 40 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02771

Reference yield: 57.0%

4-hydroxy-3,5-dimethylphenylboronic acid (934826-20-7) + methyl 5-phenyl-4-(3-trifluoromethylsulfonyloxyphenyl)isoxazole-3-carboxylate → methyl 4-(3',5'-dimethyl-4'-hydroxy-3-biphenyl)-5-phenylisoxazole-3-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 90 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00832

upstream raw materials:

2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenol

tetrahydroxydiboron

4-bromo-2,6-dimethyl-phenol

Downstream raw materials:

4-(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)-2,6-dimethylphenol

2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenol

Refernces

• 1、 -. "NOVEL COMPOUNDS FOR THE TREATMENT OF CANCER". Page/Page column 89; 90. . Retrieved 2015/01/09.