3-Isopropylphenylboronic acid

Base Information

• Chemical Name: 3-Isopropylphenylboronic acid
• CAS No.: 216019-28-2
• Molecular Formula: C9H13BO2
• Molecular Weight: 164.012
• Hs Code.: 29319090
• European Community (EC) Number: 681-889-8
• DSSTox Substance ID: DTXSID30944201
• Nikkaji Number: J1.592.135H
• Wikidata: Q72457757
• Mol file: 216019-28-2.mol

Synonyms:3-Isopropylphenylboronic acid;216019-28-2;3-Isopropylbenzeneboronic acid;3-cumylboronic acid;(3-propan-2-ylphenyl)boronic Acid;(3-isopropylphenyl)boronic acid;MFCD01074634;3-Isopropylphebylboronic acid;[3-(PROPAN-2-YL)PHENYL]BORONIC ACID;BORONIC ACID, [3-(1-METHYLETHYL)PHENYL]-;3-ISOPROPYLPHENYLBORONICACID;3-Isoprophenylboronic acid;3isopropylphenylboronic acid;3-Isopropylphenbylboronic acid;SCHEMBL129343;3-isopropyl-phenylboronic acid;3-isopropylphenyl boronic acid;3-isopropylbenzene boronic acid;3-isopropyl phenyl boronic acid;3-isopropyl-benzene boronic acid;3-(2-propyl)phenyl boronic acid;DTXSID30944201;QSWLFBMVIGQONC-UHFFFAOYSA-N;AMY29912;BCP28746;BBL100476;STL554270;AKOS005254583;[3-(1-methylethyl)phenyl]boronic acid;AB08080;CS-W020415;PS-9505;3-Isopropylphenylboronic acid, AldrichCPR;SY017967;FT-0601784;I0887;EN300-65676;A815510;J-512732;Z381540918

Chemical Property of 3-Isopropylphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white cryst
• Vapor Pressure: 0.000747mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.513
• Boiling Point: 294.2 °C at 760 mmHg
• PKA: 8.58±0.10(Predicted)
• Flash Point: 131.7 °C
• PSA: 40.46000
• Density: 1.04 g/cm³
• LogP: 0.48980
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• 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

3-Isopropylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-22
• Safety Statements: 26-36/37/39-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Isopropylphenylboronic acid

There total 3 articles about 3-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:

Triisopropyl borate (5419-55-6) + 1-bromo-3-isopropylbenzene (5433-01-2) → 3-isopropylphenylboronic acid (216019-28-2)

Guidance literature:

1-bromo-3-isopropylbenzene; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.75h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -70 - 0 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at -20 ℃;

Reference yield:

1-bromo-3-isopropylbenzene (5433-01-2) → 3-isopropylphenylboronic acid (216019-28-2)

Guidance literature:

1-bromo-3-isopropylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

With hydrogenchloride;

DOI:10.1021/jo060205b

Reference yield:

→ 3-isopropylphenylboronic acid (216019-28-2)

Guidance literature:

Cumol, 1.) BBr3 , 2.) W.;

DOI:10.1016/S0040-4020(01)82754-X

upstream raw materials:

1-bromo-3-isopropylbenzene

Triisopropyl borate

Downstream raw materials:

1-(3-isopropylphenyl)-9,10-anthraquinone

1-(3-isopropyl-phenyl)-3-methoxy-1H-indole-2-carboxylic acid ethyl ester

2,6-bis(3-isopropylphenyl)benzaldehyde

1-isopropyl-6-(3-isopropylphenyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

Refernces

• 1、 Mazzanti, Andrea,Lunazzi, Lodovico,Minzoni, Mirko,Anderson, J. Edgar. "Rotation in biphenyls with a single ortho-substituent". . p. 5474 - 5481. Retrieved 2007/10/03.