4-Ethylphenylboronic acid

Base Information

• Chemical Name: 4-Ethylphenylboronic acid
• CAS No.: 63139-21-9
• Molecular Formula: C8H11BO2
• Molecular Weight: 149.985
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID30370243
• Nikkaji Number: J1.796.668E
• Wikidata: Q72476648
• ChEMBL ID: CHEMBL1952294
• Mol file: 63139-21-9.mol

Synonyms:4-Ethylphenylboronic acid;63139-21-9;(4-ethylphenyl)boronic acid;4-Ethylbenzeneboronic Acid;4-ethylphenyl boronic acid;Boronic acid, (4-ethylphenyl)-;MFCD00859377;CHEMBL1952294;(4-Ethylphenyl)Boranediol;P-ETHYLPHENYLBORONIC ACID;4-ethylbenzenboronic acid;4-ethyl-phenylboronic acid;4-ethylphenyl-boronic acid;4-ethylbenzene boronic acid;4-ethyl phenyl boronic acid;4-ethyl-phenyl boronic acid;AKOS BRN-0037;SCHEMBL150306;B-(4-ethylphenyl)-boronic acid;DTXSID30370243;RZCPLOMUUCFPQA-UHFFFAOYSA-N;BCP22765;BDBM50364281;STK052850;AKOS000265226;AB07463;AS-2628;CS-W018163;AC-22301;BP-12773;SY007912;AM20050279;E0720;FT-0601803;EN300-99947;A834236;J-515298;Z336079952;4-Ethylphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 4-Ethylphenylboronic acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00134mmHg at 25°C
• Melting Point: 150-155 °C(lit.)
• Refractive Index: 1.521
• Boiling Point: 285.1 °C at 760 mmHg
• PKA: 8.87±0.10(Predicted)
• Flash Point: 126.2 °C
• PSA: 40.46000
• Density: 1.07 g/cm³
• LogP: -0.07120
• Storage Temp.: 0-6°C
• Solubility.: 1.2g/l
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.0852098
• Heavy Atom Count: 11
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

4-Ethylphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)CC)(O)O
• Uses: Intermediates of Liquid Crystals suzuki reaction

Technology Process of 4-Ethylphenylboronic acid

There total 10 articles about 4-Ethylphenylboronic 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: 96.0%

4-Vinylphenylboronic acid (2156-04-9,593231-72-2) → 4-ethylphenylboronic acid (63139-21-9)

Guidance literature:

With palladium 10% on activated carbon; 2,2'-bi(1,3,6,2-dioxazaborocane); water; at 20 ℃; for 18h; Sealed tube;

DOI:10.1002/anie.201709685

Reference yield: 71.0%

1-bromo-4-ethylbenzene (1585-07-5) → 4-ethylphenylboronic acid (63139-21-9)

Guidance literature:

1-bromo-4-ethylbenzene; With magnesium; In tetrahydrofuran; Heating;

With Trimethyl borate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; for 1h;

DOI:10.1016/S1383-5718(01)00345-X

Reference yield: 38.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-4-ethylbenzene (1585-07-5) → 4-ethylphenylboronic acid (63139-21-9)

Guidance literature:

With hydrogenchloride; magnesium;

upstream raw materials:

triisobutyl borate

boric acid tributyl ester

1-bromo-4-ethylbenzene

Trimethyl borate

Downstream raw materials:

N-[5-(4-ethylphenyl)-2-thiophenesulfonyl]pyrrole

4'-ethyllbiphenyl-4-ol

5-(4-ethylphenyl)furan-2-carbaldehyde

methyl 7-(4-ethylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylate 1,1-dioxide

Refernces

• 1、 Flinker, Mathias,Yin, Hongfei,Juhl, René W.,Eikeland, Espen Z.,Overgaard, Jacob,Nielsen, Dennis U.,Skrydstrup, Troels. "Efficient Water Reduction with sp3-sp3 Diboron(4) Compounds: Application to Hydrogenations, H–D Exchange Reactions, and Carbonyl Reductions". supporting information. p. 15910 - 15915. Retrieved 2017/11/23.
• 2、 Hussain, Najrul,Borah, Ashwini,Darabdhara, Gitashree,Gogoi, Pranjal,Azhagan, Vedi Kuyil,Shelke, Manjusha V.,Das, Manash R.. "A green approach for the decoration of Pd nanoparticles on graphene nanosheets: An in situ process for the reduction of C-C double bonds and a reusable catalyst for the Suzuki cross-coupling reaction". . p. 6631 - 6641. Retrieved 2015/08/06.