[4-(Piperazin-1-yl)phenyl]boronic acid

Base Information

• Chemical Name: [4-(Piperazin-1-yl)phenyl]boronic acid
• CAS No.: 513246-99-6
• Molecular Formula: C10H15BN2O2
• Molecular Weight: 206.052
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID10411921
• Wikidata: Q82218986
• Mol file: 513246-99-6.mol

Synonyms:513246-99-6;[4-(Piperazin-1-yl)phenyl]boronic acid;(4-(Piperazin-1-yl)phenyl)boronic acid;4-(Piperazin-1-yl)phenylboronic acid;(4-piperazin-1-ylphenyl)boronic Acid;4-(1-Piperazinyl)phenylboronic acid;MFCD09608131;(4-(Piperazin-1-yl)phenyl)boronicacid;[4-(Piperazin-1-yl)phenyl]boronicacid;SCHEMBL2591402;DTXSID10411921;WEKCEGUGFNLQIA-UHFFFAOYSA-N;4-piperazin-1-ylphenylboronic acid;AMY33233;STR08264;4-piperazine-1-ylphenyl boronic acid;AKOS016003669;[4-(1-piperazinyl)phenyl]boronic acid;SY272336;CS-0086803;FT-0736720;D74624

Chemical Property of [4-(Piperazin-1-yl)phenyl]boronic acid

Chemical Property:

• Vapor Pressure: 2.04E-08mmHg at 25°C
• Refractive Index: 1.597
• Boiling Point: 437.2°C at 760 mmHg
• PKA: 9.08±0.17(Predicted)
• Flash Point: 218.2°C
• PSA: 55.73000
• Density: 1.22g/cm³
• LogP: -0.83020
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 206.1226579
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-(Piperazin-1-yl)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)N2CCNCC2)(O)O

Technology Process of [4-(Piperazin-1-yl)phenyl]boronic acid

There total 5 articles about [4-(Piperazin-1-yl)phenyl]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: 100.0%

4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid (457613-78-4) → (4-(piperazin-1-yl)phenyl)boronic acid (513246-99-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/c4cc10425k

Reference yield:

4-(4-chlorophenyl) piperazine (38212-33-8) → (4-(piperazin-1-yl)phenyl)boronic acid (513246-99-6)

Guidance literature:

With tetrahydroxydiboron; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine; In ethanol; at 80 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1021/jo401104y

Reference yield:

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate (352437-09-3) → (4-(piperazin-1-yl)phenyl)boronic acid (513246-99-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; toluene; hexane / 0.33 h / -70 - -60 °C

1.2: triisopropyl borate / tetrahydrofuran; toluene; hexane / -70 - 0 °C

1.3: 92 percent / H₃PO₄; H₂O / tetrahydrofuran; toluene; hexane / 0.5 h

2.1: 86 percent / HCl / ethyl acetate; dioxane / 6 h / 20 °C

3.1: NaOH

With hydrogenchloride; sodium hydroxide; n-butyllithium; In tetrahydrofuran; 1,4-dioxane; hexane; ethyl acetate; toluene;

DOI:10.1021/jo0205614

upstream raw materials:

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate

4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid

4-(4-chlorophenyl) piperazine

Downstream raw materials:

(2S)-N-(cyanomethyl)-4-methyl-2-{[(S)-(4'-piperazin-1-yl-1,1'-biphenyl-4-yl)(thien-2-yl)methyl]oxy}pentanamide

potassium trifluoro(4-(piperazin-1-yl)phenyl)borate