4-Butylphenylboronic acid

Base Information

• Chemical Name: 4-Butylphenylboronic acid
• CAS No.: 145240-28-4
• Molecular Formula: C10BH15O2
• Molecular Weight: 178.039
• Hs Code.: 29319090
• European Community (EC) Number: 678-180-0
• DSSTox Substance ID: DTXSID90399319
• Nikkaji Number: J1.965.354D
• Wikidata: Q72514481
• ChEMBL ID: CHEMBL555064
• Mol file: 145240-28-4.mol

Synonyms:4-Butylphenylboronic acid;145240-28-4;4-n-Butylphenylboronic acid;(4-butylphenyl)boronic Acid;4-Butylbenzeneboronic Acid;4-Butylphenylboronicacid;4-N-BUTYLBENZENEBORONIC ACID;MFCD02093926;Boronic acid, (4-butylphenyl)-;CHEMBL555064;Boronic acid, B-(4-butylphenyl)-;4-Butylphenylboranic acid;4-butyl-phenylboronic acid;4-butylphenyl boronic acid;D05NFU;4-butyl phenyl boronic acid;4-n-butyl-phenylboronic acid;4-n-butylphenyl-boronic acid;SCHEMBL152142;DTXSID90399319;UGZUUTHZEATQAM-UHFFFAOYSA-N;4-Butylphenylboronic acid (contains varying amounts of Anhydride);BCP22754;BDBM50294582;AKOS003585310;AS-2489;BCP9000158;CS-W002881;NCGC00249513-01;AC-24818;PD182112;SY014141;AM20060338;B2589;FT-0619164;EN300-4196071;J-514859;Z336080182

Chemical Property of 4-Butylphenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00021mmHg at 25°C
• Melting Point: 91-97 ºC
• Refractive Index: 1.512
• Boiling Point: 313.5 ºC at 760 mmHg
• PKA: 8.78±0.10(Predicted)
• Flash Point: 143.4 ºC
• PSA: 40.46000
• Density: 1.03 g/cm³
• LogP: 0.70900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.1165099
• Heavy Atom Count: 13
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

4-N-ButylpheNylboroNic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 36/37/38-10
• Safety Statements: 26-36/37/39-16-7/9-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)CCCC)(O)O
• Uses: Reactant for Suzuki-Miyaura cross-couplings, NHC-Iron-catalyzed aerobic oxidative aromatic esterification of aldehydes, Palladium-catalyzed oxidative Heck-type reactions. Intermediates of Liquid Crystals suzuki reaction

Technology Process of 4-Butylphenylboronic acid

There total 8 articles about 4-Butylphenylboronic 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: 99.0%

methanol (67-56-1) + dicyclohexylamine borane complex (131765-96-3) + p-bromobutylbenzene (41492-05-1) → 4-butylphenylboronic acid (145240-28-4)

Guidance literature:

dicyclohexylamine borane complex; p-bromobutylbenzene; With magnesium; In tetrahydrofuran; at 70 ℃;

methanol; In tetrahydrofuran; at 0 ℃; for 1h;

With hydrogenchloride; water; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2018.11.036

Reference yield: 92.0%

methanol (67-56-1) + diisopropylamine borane (55124-35-1) + p-bromobutylbenzene (41492-05-1) → 4-butylphenylboronic acid (145240-28-4)

Guidance literature:

diisopropylamine borane; With magnesium; phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

p-bromobutylbenzene; In tetrahydrofuran; at 70 ℃;

methanol; Further stages;

DOI:10.1016/j.tet.2018.11.036

Reference yield: 79.0%

p-bromobutylbenzene (41492-05-1) → 4-butylphenylboronic acid (145240-28-4)

Guidance literature:

p-bromobutylbenzene; 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

upstream raw materials:

p-bromobutylbenzene

4-n-butylchlorobenzene

Trimethyl borate

methanol

Downstream raw materials:

4-(4-methylphenyl)benzaldehyde

4'-butyl-[1,1'-biphenyl]-4-carbaldehyde

4-n-butylphenol

C₂₂H₃₀N₂O₂S₂

Refernces

• 1、 Marciasini, Ludovic D.,Richard, Jimmy,Cacciuttolo, Bastien,Sartori, Guillaume,Birepinte, Melodie,Chabaud, Laurent,Pinet, Sandra,Pucheault, Mathieu. "Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids". . p. 164 - 171. Retrieved 2018/12/05.
• 2、 Fan, Zhi-Ping,Li, Xiang-Yang,Luo, Xiao-E.,Fei, Xian,Sun, Bing,Chen, Li-Chuan,Shi, Zi-Fa,Sun, Chun-Lin,Shao, Xiangfeng,Zhang, Hao-Li. "Boosting the Charge Transport Property of Indeno[1,2-b]fluorene-6,12-dione though Incorporation of Sulfur- or Nitrogen-Linked Side Chains". . . Retrieved 2017/10/12.