(4-heptylphenyl)boronic Acid

Base Information

• Chemical Name: (4-heptylphenyl)boronic Acid
• CAS No.: 256383-44-5
• Molecular Formula: C13H21BO2
• Molecular Weight: 220.12
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90400717
• Nikkaji Number: J1.913.031B
• Wikidata: Q82203735
• Pharos Ligand ID: 7FJ7B397CWQD
• ChEMBL ID: CHEMBL1952297
• Mol file: 256383-44-5.mol

Synonyms:(4-heptylphenyl)boronic Acid;256383-44-5;4-N-HEPTYLPHENYLBORONIC ACID;4-(Hept-1-yl)benzeneboronic acid;4-heptylphenylboronic acid;CHEMBL1952297;4-N-HEPTYLBENZENE BORONIC ACID;(4-heptylphenyl)boronicAcid;SCHEMBL186427;DTXSID90400717;BDBM50364284;MFCD04039028;AKOS004116111;AB17283;PS-9727;CS-0174837;FT-0714437;F21462

Chemical Property of (4-heptylphenyl)boronic Acid

Chemical Property:

• Vapor Pressure: 1.03E-05mmHg at 25°C
• Melting Point: 50-70 °C(Solv: pentane (109-66-0))
• Refractive Index: 1.504
• Boiling Point: 357 °C at 760 mmHg
• PKA: 8.72±0.16(Predicted)
• Flash Point: 169.7 °C
• PSA: 40.46000
• Density: 0.99 cm³
• LogP: 1.87930
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 220.1634601
• Heavy Atom Count: 16
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

4-N-Heptylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)CCCCCCC)(O)O
• Uses: 4-N-Heptylphenylboronic acid is an inhibitor of endothelial lipase and lipoprotein lipase.

Technology Process of (4-heptylphenyl)boronic Acid

There total 7 articles about (4-heptylphenyl)boronic 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:

1-bromo-4-heptylbenzene (76287-49-5) → 4-(n-heptyl)phenylboronic acid (256383-44-5)

Guidance literature:

1-bromo-4-heptylbenzene; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00620-3

Reference yield:

4-heptylphenylboronic acid pinacol ester (1359844-04-4) → 4-(n-heptyl)phenylboronic acid (256383-44-5)

Guidance literature:

4-heptylphenylboronic acid pinacol ester; With potassium hydrogen fluoride; In methanol; water; for 0.5h;

With chloro-trimethyl-silane; water; In acetonitrile; for 1h;

DOI:10.1016/j.bmcl.2011.12.043

Reference yield:

heptyl boronic acid (28741-07-3) → 4-(n-heptyl)phenylboronic acid (256383-44-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; palladium diacetate / toluene

2.1: palladium on activated charcoal; hydrogen / ethanol

3.1: hydrogenchloride; sodium nitrite / water / Cooling with ice

4.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine / 1,4-dioxane / 80 °C

5.1: potassium hydrogen fluoride / methanol; water / 0.5 h

5.2: 1 h

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium phosphate monohydrate; potassium hydrogen fluoride; palladium on activated charcoal; hydrogen; palladium diacetate; triethylamine; sodium nitrite; In 1,4-dioxane; methanol; ethanol; water; toluene; 1.1: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.12.043

upstream raw materials:

1-bromo-4-heptylbenzene

4-heptylphenylboronic acid pinacol ester

heptyl boronic acid

para-nitrophenyl triflate

Downstream raw materials:

5-(4-heptyl-phenyl)-benzo[b]thiophene

5-(p-C₇H₁₅Ph)-7-azaindole

1-(4-heptylphenyl)-2,6,1-dioxaborinane

Refernces

• 1、 -. "BI-ARYL COMPOUND HAVING IMMUNOSUPPRESSIVE ACTIVITY". Page/Page column 46; 47. . Retrieved 2010/02/10.