4-(3-Hydroxypropyl)phenylboronic acid

Base Information

• Chemical Name: 4-(3-Hydroxypropyl)phenylboronic acid
• CAS No.: 850568-48-8
• Molecular Formula: C9H13BO3
• Molecular Weight: 180.011
• Hs Code.: 2931900090
• European Community (EC) Number: 805-074-5
• DSSTox Substance ID: DTXSID60408866
• Wikidata: Q82214479
• Mol file: 850568-48-8.mol

Synonyms:850568-48-8;4-(3-Hydroxypropyl)phenylboronic acid;[4-(3-hydroxypropyl)phenyl]boronic Acid;4-(3-Hydroxypropyl)benzeneboronic acid;(4-(3-Hydroxypropyl)phenyl)boronic acid;Boronic acid, [4-(3-hydroxypropyl)phenyl]-;SCHEMBL103396;DTXSID60408866;KCRVWMBFIDPDIF-UHFFFAOYSA-N;MFCD04973734;AKOS006222705;AB21394;[4-(3-hydroxypropyl)phenyl]boronicAcid;BS-25899;CS-0145790;FT-0688816;D97524;A863745;4-(3-hydroxypropyl)benzeneboronic acid, AldrichCPR

Chemical Property of 4-(3-Hydroxypropyl)phenylboronic acid

Chemical Property:

• Vapor Pressure: 1.89E-06mmHg at 25°C
• Melting Point: 70-74 °C
• Refractive Index: 1.546
• Boiling Point: 379.9 °C at 760 mmHg
• Flash Point: 183.6 °C
• PSA: 60.69000
• Density: 1.17 g/cm³
• LogP: -0.70870
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.0957744
• Heavy Atom Count: 13
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

4-(3-Hydroxypropyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(3-Hydroxypropyl)phenylboronic acid

There total 7 articles about 4-(3-Hydroxypropyl)phenylboronic 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: 72.2%

Triisopropyl borate (5419-55-6) + 3-(4-bromophenyl)propanol (25574-11-2) → [4-(3-hydroxypropyl)phenyl]boronic acid (850568-48-8)

Guidance literature:

Triisopropyl borate; 3-(4-bromophenyl)propanol; With n-butyllithium; In tetrahydrofuran; hexane; at -80 - -70 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 0.25h; Inert atmosphere;

Reference yield: 70.0%

(4-(3-ethoxy-3-oxopropyl)phenyl)boronic acid (660440-57-3) → [4-(3-hydroxypropyl)phenyl]boronic acid (850568-48-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.200906710

Reference yield:

C14H21BO4 → [4-(3-hydroxypropyl)phenyl]boronic acid (850568-48-8)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃; for 3h;

DOI:10.1002/1099-0690(200012)2000:23<3825::aid-ejoc3825>3.3.co;2-7

upstream raw materials:

3-(4-bromophenyl)propanol

1-bromomethyl-4-bromobenzene

tert-butyl 3-(4-bromophenyl)propanoate

1-bromo-4-(3-{2-tetrahydropyranyl}oxypropyl)benzene

Downstream raw materials:

2-[4-(3-acetoxypropyl)phenyl]-4,5-dimethyl-1,3,2-dioxaborolane

3-{4-[4-(1,5-dimethyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-3'-yl]-phenyl}-propan-1-ol hydrochloride

3-(4-fluorophenyl)propan-1-ol

N-((1s,4s)-4-(1,5-dimethyl-1H-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(4'-(3-hydroxypropyl)biphenyl-3-yloxy)nicotinamide

Refernces

• 1、 Mothana, Sam,Grassot, Jean-Marie,Hall, Dennis G.. "Multistep phase-switch synthesis by using liquid-liquid partitioning of boronic acids: Productive tags with an expanded repertoire of compatible reactions". supporting information; experimental part. p. 2883 - 2887. Retrieved 2010/07/06.