(2,3-Difluoro-4-propylphenyl)boronic acid

Base Information

• Chemical Name: (2,3-Difluoro-4-propylphenyl)boronic acid
• CAS No.: 844699-71-4
• Molecular Formula: C9H11 B F2 O2
• Molecular Weight: 199.993
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40587345
• Wikidata: Q82479753
• Mol file: 844699-71-4.mol

Synonyms:(2,3-difluoro-4-propylphenyl)boronic acid;844699-71-4;starbld0018531;(2,3-Difluoro-4-propylphenyl)-boronic acid;2,3-DIFLUORO-4-PROPYLPHENYLBORONIC ACID;SCHEMBL5405156;DTXSID40587345;ZOJPSSJWKKPQDM-UHFFFAOYSA-N

Chemical Property of (2,3-Difluoro-4-propylphenyl)boronic acid

Chemical Property:

• PSA: 40.46000
• LogP: 0.59710
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 200.0820161
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=C(C=C1)CCC)F)F)(O)O

Technology Process of (2,3-Difluoro-4-propylphenyl)boronic acid

There total 5 articles about (2,3-Difluoro-4-propylphenyl)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: 61.0%

2,3-difluoro-1-n-propylbenzene (126163-01-7) → 2,3-difluoro-4-n-propylbenzeneboronic acid (844699-71-4)

Guidance literature:

2,3-difluoro-1-n-propylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; Further stages.;

DOI:10.1021/jm070111+

Reference yield:

ortho-difluorobenzene (367-11-3) → 2,3-difluoro-4-n-propylbenzeneboronic acid (844699-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran

1.2: 95 percent / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran

2.1: n-butyllithium; N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: trimethyl borate / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.3: 61 percent / aq. HCl / tetrahydrofuran; hexane / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane;

DOI:10.1021/jm070111+

Reference yield:

1,2-Difluoro-3-((E)-propenyl)-benzene (127860-79-1) → 2,3-difluoro-4-n-propylbenzeneboronic acid (844699-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 46.3 g / H₂ / PtO₂ / pentane / 12 h / 760 Torr

2.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: aq. HCl / diethyl ether

With hydrogenchloride; n-butyllithium; hydrogen; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; pentane;

DOI:10.1039/b212107g

upstream raw materials:

2,3-difluoro-1-n-propylbenzene

ortho-difluorobenzene

1,2-Difluoro-3-((E)-propenyl)-benzene

1-(2,3-difluorophenyl)propan-1-ol