4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Base Information

• Chemical Name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
• CAS No.: 515131-35-8
• Molecular Formula: C14H19BO4
• Molecular Weight: 262.113
• Hs Code.: 2934999090
• European Community (EC) Number: 841-720-2
• DSSTox Substance ID: DTXSID20582075
• Wikidata: Q82473402
• Mol file: 515131-35-8.mol

Synonyms:515131-35-8;4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;Benzoic acid, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;MFCD09261433;5-CARBOXY-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER;4-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;3-BORONO-4-METHYLBENZOIC ACID PINACOL ESTER;SCHEMBL397041;DTXSID20582075;SUZCHODXFJYVKA-UHFFFAOYSA-N;BCP24697;4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoicacid;AKOS015842276;CS-W006046;DS-10595;SY104298;AM20050325;A22684;EN300-378264;5-Carboxy-2-methylphenylboronic Acid Pinacol Ester;J-515731;(5-Carboxy-2-methyl)phenyl-4-boronic acid pinacol ester;Z1258926870;4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxa borolan-2-yl) benzoic acid;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxa borolan-2-yl)benzoic acid;4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan -2-yl)benzoic acid;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzoic acid;4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid;4-Methyl-3-(4 pound not4 pound not5 pound not5-tetramethyl-[1 pound not3 pound not2]dioxaborolan-2-yl)benzoic acid

Chemical Property of 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 1.14E-07mmHg at 25°C
• Boiling Point: 416.1oC at 760 mmHg
• Flash Point: 205.4oC
• PSA: 55.76000
• Density: 1.13g/cm3
• LogP: 1.99240
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 262.1376392
• Heavy Atom Count: 19
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

5-Carboxy-2-methylphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC(=C2)C(=O)O)C

Technology Process of 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

There total 3 articles about 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic 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: 71.0%

3-iodo-4-toluic acid (82998-57-0) + bis(pinacol)diborane (73183-34-3) → 4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid (515131-35-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 100 ℃; for 6h; Inert atmosphere;

Reference yield: 53.0%

3-bromo-4-methylbenzoic acid (7697-26-9) + bis(pinacol)diborane (73183-34-3) → 4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid (515131-35-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 100 ℃; for 16h;

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-carboxy-6-methylphenylboronic acid (170230-88-3) → 4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid (515131-35-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201510321

upstream raw materials:

3-iodo-4-toluic acid

bis(pinacol)diborane

2,3-dimethyl-2,3-butane diol

3-carboxy-6-methylphenylboronic acid

Downstream raw materials:

4-methyl-3-(1-oxo-2-phenyl-2,3-dihydroisoindol-5-yl)benzoic acid

N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)benzamide

N-cyclobutyl 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

N-ethyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide