2-Isopropylphenylboronic acid

Base Information

• Chemical Name: 2-Isopropylphenylboronic acid
• CAS No.: 89787-12-2
• Molecular Formula: C9H13BO2
• Molecular Weight: 164.012
• Hs Code.: 29319090
• European Community (EC) Number: 677-271-2
• DSSTox Substance ID: DTXSID10378484
• Nikkaji Number: J1.474.154B
• Wikidata: Q72486158
• Mol file: 89787-12-2.mol

Synonyms:2-Isopropylphenylboronic acid;89787-12-2;(2-Isopropylphenyl)Boronic acid;2-Isopropylbenzeneboronic acid;2-Isopropylphenyboronic acid;(2-propan-2-ylphenyl)boronic Acid;MFCD03411937;2-Isopropylphebylboronic acid;[2-(PROPAN-2-YL)PHENYL]BORONIC ACID;BORONIC ACID, [2-(1-METHYLETHYL)PHENYL]-;2-IsopropylphenylboronicAcid;SCHEMBL21270;2-Isopropylphenylboranic acid;2-isopropyl phenylboronic acid;2-isopropylphenyl boronic acid;2-isopropylbenzene boronic acid;DTXSID10378484;KTZUVUWIBZMHMC-UHFFFAOYSA-N;AKOS000285063;AB14291;CS-W003050;GS-6638;2-Isopropylphenylboronic acid, AldrichCPR;AM804517;SY026620;FT-0601802;EN300-107504;A843312;J-509751;Z381540944

Chemical Property of 2-Isopropylphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 0.000616mmHg at 25°C
• Melting Point: 85-86 °C
• Refractive Index: 1.513
• Boiling Point: 297.2 °C at 760 mmHg
• PKA: 8.63±0.58(Predicted)
• Flash Point: 133.5 °C
• PSA: 40.46000
• Density: 1.04 g/cm³
• LogP: 0.48980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.1008598
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

2-Isopropylphenylboronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1C(C)C)(O)O
• Uses: suzuki reaction

Technology Process of 2-Isopropylphenylboronic acid

There total 3 articles about 2-Isopropylphenylboronic 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: 77.0%

1-bromo-2-isopropylbenzene (7073-94-1) → 2-isopropylphenylboronic acid (89787-12-2)

Guidance literature:

1-bromo-2-isopropylbenzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; pentane; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; pentane; for 0.5h;

DOI:10.1002/chem.200801355

Reference yield:

Triisopropyl borate (5419-55-6) + 1-bromo-2-isopropylbenzene (7073-94-1) → 2-isopropylphenylboronic acid (89787-12-2)

Guidance literature:

1-bromo-2-isopropylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; at 20 ℃; for 14h; Further stages.;

DOI:10.1021/ol005728z

Reference yield:

Triisopropyl borate (5419-55-6) + 1-bromo-2-phenylpropane (1459-00-3) → 2-isopropylphenylboronic acid (89787-12-2)

Guidance literature:

With sodium hydroxide; magnesium; In diethyl ether;

upstream raw materials:

1-bromo-2-isopropylbenzene

Triisopropyl borate

1-bromo-2-phenylpropane

Downstream raw materials:

2-bromo-2'-isopropylbiphenyl

4-(2-isopropylphenyl)-6-methoxy-1,2-dihydronaphthalene

4-iso-butyl-6-(2-iso-propylphenyl)pyridazine-3-carboxylic acid

dicyclohexyl(2′-isopropylbiphenyl-2-yl)phosphine

Refernces

• 1、 Zou, Yuanlin,Wang, Dongren,Wurst, Klaus,Kuehnel, Christa,Reinhardt, Ingrid,Decker, Ulrich,Gurram, Venkatanavarana,Camadanli, Sebnem,Buchmeiser, Michael R.. "Group 4 dimethylsilylenebisamido complexes bearing the 6-[2-(diethylboryl) phenyl]pyrid-2-yl motif: Synthesis and use in tandem ring-opening metathesis/vinyl-insertion copolymerization of cyclic olefins with ethylene". experimental part. p. 13832 - 13846. Retrieved 2012/02/03.
• 2、 Lunazzi, Lodovico,Mazzanti, Andrea,Minzoni, Mirko,Edgar Anderson. "Structure, conformation, and dynamic processes of the stereolabile atropisomers of hindered terphenyl hydrocarbons". . p. 1291 - 1294. Retrieved 2007/10/03.