3-Ethylaminophenylboronic acid

Base Information

• Chemical Name: 3-Ethylaminophenylboronic acid
• CAS No.: 267660-71-9
• Molecular Formula: C8H12BNO2
• Molecular Weight: 165
• DSSTox Substance ID: DTXSID70441340
• Wikidata: Q72472557
• Mol file: 267660-71-9.mol

Synonyms:267660-71-9;3-ETHYLAMINOPHENYLBORONIC ACID;3-(ETHYLAMINO)PHENYLBORONIC ACID;[3-(ethylamino)phenyl]boronic acid;(3-(Ethylamino)phenyl)boronic acid;3-Ethylaminophenyl boronic acid;3-ETHYLAMINOPHENYLBORONICACID;starbld0000279;b-ethylaminophenylboric acid;SCHEMBL3785277;DTXSID70441340;AKOS006283983;SB76520;FT-0719123

Chemical Property of 3-Ethylaminophenylboronic acid

Chemical Property:

• Boiling Point: 366.01 °C at 760 mmHg
• Flash Point: 175.157 °C
• PSA: 52.49000
• Density: 1.119 g/cm³
• LogP: -0.12880
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.0961088
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

98%min ^*data from raw suppliers

3-ethylaminophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)NCC)(O)O

Technology Process of 3-Ethylaminophenylboronic acid

There total 3 articles about 3-Ethylaminophenylboronic 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: 71.6%

3-Acetamidophenylboronic acid (78887-39-5) → 3-(N-Ethylamino)phenylboronic acid (267660-71-9)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 60 ℃; for 6h;

DOI:10.1039/a906708f

Reference yield: 71.6%

3-Acetamidophenylboronic acid (78887-39-5) + dimethyl sulfide borane (13292-87-0) → 3-(N-Ethylamino)phenylboronic acid (267660-71-9)

Guidance literature:

In tetrahydrofuran; (N2); soln. cooled in an ice-bath; BH3*Me2S gradually added; mixt. heated, 60°C, 6 h; concd. to dryness; residue mixed with aq.HCl; mixt. refluxed, 2 h; neutralised (Na2CO3); extd. (diethyl ether); org. soln. dried over MgSO4; evapd. to dryness;

DOI:10.1039/a906708f

Reference yield:

3-Aminophenylboronic acid (30418-59-8,280563-63-5) → 3-(N-Ethylamino)phenylboronic acid (267660-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 14 h / 20 °C

2: 71.6 percent / BH₃*Me₂S / tetrahydrofuran / 6 h / 60 °C

With dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; 1: Acylation / 2: Reduction;

DOI:10.1039/a906708f

upstream raw materials:

3-Acetamidophenylboronic acid

3-Aminophenylboronic acid

dimethyl sulfide borane

Downstream raw materials:

4,4'-Bis{N-[3-(1,3,2-dioxaborinan-2-yl)phenyl]-N-ethylcarbamoyl}-2,2'-bipyridine

N-Ethyl-3-(1,3,2-dioxaborinan-2-yl)aniline

Refernces