3-Formylphenylboronic acid

Base Information

• Chemical Name: 3-Formylphenylboronic acid
• CAS No.: 87199-16-4
• Molecular Formula: C7H7BO3
• Molecular Weight: 149.942
• Hs Code.: 29319090
• European Community (EC) Number: 628-589-5,938-246-4
• DSSTox Substance ID: DTXSID10370246
• Nikkaji Number: J812.454J
• Wikidata: Q72479377
• Mol file: 87199-16-4.mol

Synonyms:3-Formylphenylboronic acid;87199-16-4;(3-formylphenyl)boronic acid;3-Formylbenzeneboronic Acid;MFCD00161356;3-Boronobenzaldehyde;3-(Dihydroxyboryl)benzaldehyde;Boronic acid, (3-formylphenyl)-;3-formyl phenylboronic acid;3-formylboronic acid;3-formylbenzenboronic acid;(3-formylphenyl)boronicacid;3-formylphenyl boronic acid;3-formylphenyl-boronic acid;3-formyl-benzeneboronic acid;3-formylbenzene boronic acid;3-formylbenzene-boronic acid;3-formyl phenyl boronic acid;AF-399/25108027;(3-Formylbenzene)boronic acid;3-formyl-benzene-boronic acid;SCHEMBL157163;(3-formylphenyl) boronic acid;3-(formyl)-phenyl-boronic acid;DTXSID10370246;HJBGZJMKTOMQRR-UHFFFAOYSA-N;BCP27276;STK503729;AKOS000265129;AC-5367;AS-2282;CS-W002464;BP-11906;SY002947;AM20041278;F0445;FT-0615756;EN300-73566;Q-103432;F1371-0205;Z1160902377

Chemical Property of 3-Formylphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white cryst
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182-186 °C
• Refractive Index: 1.548
• Boiling Point: 354.388 °C at 760 mmHg
• PKA: 7.83±0.10(Predicted)
• Flash Point: 168.128 °C
• PSA: 57.53000
• Density: 1.244 g/cm³
• LogP: -0.82110
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 150.0488242
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

3-Formylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 22-26-36/37/39-45-37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)C=O)(O)O
• Uses: 3-Formylphenylboronic acid can be used as reagent to study the effects of boronic acid on fluoride-selective chemosignaling behavior of merocyanine dye and as exciton-coupled CD probes for epigallocatechin gallate Biological inhibitor of γ-glutamyltranspeptidase. suzuki reaction Reagent used: To study the effects of boronic acid on fluoride-selective chemosignaling behavior of merocyanine dyeAs exciton-coupled CD probes for epigallocatechin gallateBiological inhibitor of γ-glutamyltranspeptidaseReactant involved in: Palladium-catalyzed homocouplingSuzuki coupling reactions

Technology Process of 3-Formylphenylboronic acid

There total 11 articles about 3-Formylphenylboronic 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: 91.5%

3-chlorobenzaldehyde diethyl acetal (68578-52-9) → 3-Formylphenylboronic acid (87199-16-4)

Guidance literature:

Reference yield: 73.0%

m-tolylboronic acid (17933-03-8) → 3-Formylphenylboronic acid (87199-16-4)

Guidance literature:

With dipotassium peroxodisulfate; iron(II) acetylacetonate; In water; acetonitrile; at 80 ℃; for 12h;

Reference yield:

tris(3-bromo phenyl)boroxine (98527-70-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-Formylphenylboronic acid (87199-16-4)

Guidance literature:

tris(3-bromo phenyl)boroxine; N,N-dimethyl-formamide; With n-butyllithium; In tetrahydrofuran; hexane; at -60 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; pH=1 - 2;

upstream raw materials:

(3-dibromomethyl-phenyl)-dihydroxy-borane

3-chlorobenzaldehyde diethyl acetal

3-(1,3-dioxolan-2-yl)-phenylbromide

2,4,6-tris(m-tolyl)boroxine

Downstream raw materials:

3-formylbenzeneboronic acid neopentyl glycol cyclic ester

3-{6-[1-methyl-1-(methylsulfonyl)ethyl]quinolin-8-yl}benzaldehyde

3'-formyl[1,1'-biphenyl]-4-carbonitrile

3-(pyrimidin-5-yl)-benzaldehyde

Refernces

• 1、 -. "A process for preparing aldehyde group benzene boric acid". Paragraph 0023; 0026; 0027; 0036; 0037. . Retrieved 2017/07/04.
• 2、 Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.,Dreher, Spencer D.,Tudge, Matthew T.. "Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid". . p. 11667 - 11673. Retrieved 2012/09/05.