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

Base Information

• Chemical Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 380151-86-0
• Molecular Formula: C13H17 B O3
• Molecular Weight: 232.087
• Hs Code.: 2934999090
• European Community (EC) Number: 674-994-5
• DSSTox Substance ID: DTXSID00375240
• Nikkaji Number: J1.686.433A
• Wikidata: Q82163767
• Mol file: 380151-86-0.mol

Synonyms:380151-86-0;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;3-Formylphenylboronic acid, pinacol ester;3-Formylphenylboronic acid pinacol ester;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzaldehyde;BENZALDEHYDE, 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;MFCD05663872;(3-Formylphenyl)boronic acid pinacol ester;3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;SCHEMBL8020207;DTXSID00375240;IFYMOLFMYIDYEN-UHFFFAOYSA-N;AMY29890;AKOS015960146;AB21991;AS-2287;CS-W000922;SY103985;3-formylbenzeneboronic acid, pinacol ester;FT-0644537;T3709;EN300-267074;F20421;A823962;3-FORMYL BENZENE BORONIC ACID PINACOL ESTER;3-Formylphenylboronic acid, pinacol ester, AldrichCPR;3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzaldehyde;3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)benzaldehyde;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzaldehyde, AldrichCPR

Chemical Property of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property:

• Vapor Pressure: 6.28E-05mmHg at 25°C
• Melting Point: 50-54°C
• Refractive Index: 1.501
• Boiling Point: 345.1°Cat760mmHg
• Flash Point: 162.5°C
• PSA: 35.53000
• Density: 1.06g/cm³
• LogP: 1.79830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 232.1270746
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 12 articles about 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 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: 100.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-Formylphenylboronic acid (87199-16-4) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarboxaldehyde (380151-86-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;

Reference yield: 99.102%

m-bromobenzoic aldehyde (3132-99-8) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarboxaldehyde (380151-86-0)

Guidance literature:

m-bromobenzoic aldehyde; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.25h; Sealed tube; Inert atmosphere;

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 90 ℃;

Reference yield: 91.0%

m-Chlorobenzaldehyde (587-04-2) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarboxaldehyde (380151-86-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(2-methoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; potassium acetate; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo202472k

upstream raw materials:

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

3-Formylphenylboronic acid

m-bromobenzoic aldehyde

bis(pinacol)diborane

Downstream raw materials:

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

2-[N-([1,1'-biphenyl]-3-ylmethyl)acetamido]-N-cyclohexyl-2-phenylacetamide

[3-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)phenyl]boronic acid

N-cyclohexyl-2-phenyl-2-{N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]acetamido}acetamide

Refernces

• 1、 Mahindra, Amit,Janha, Omar,Mapesa, Kopano,Sanchez-Azqueta, Ana,Alam, Mahmood M.,Amambua-Ngwa, Alfred,Nwakanma, Davis C.,Tobin, Andrew B.,Jamieson, Andrew G.. "Development of Potent PfCLK3 Inhibitors Based on TCMDC-135051 as a New Class of Antimalarials". supporting information. p. 9300 - 9315. Retrieved 2020/10/19.
• 2、 Pilicode, Naveenchandra,K M, Nimith,M N, Satyanarayan,Adhikari, Airody Vasudeva. "New cyanopyridine based conjugative polymers as blue emitters: Synthesis, photophysical, theoretical and electroluminescence studies". . p. 6 - 15. Retrieved 2018/06/19.