2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 69190-62-1
• Molecular Formula: C10H21BO2
• Molecular Weight: 184.087
• Hs Code.: 29319090
• European Community (EC) Number: 614-932-6
• DSSTox Substance ID: DTXSID20378596
• Nikkaji Number: J1.364.451I
• Wikidata: Q72514085
• Mol file: 69190-62-1.mol

Synonyms:2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;69190-62-1;n-butylboronic acid, pinacol ester;n-Butylboronic acid pinacol ester;Butane-1-boronic acid pinacol ester;But-1-ylboronic acid, pinacol ester;MFCD03789255;Butylboronic Acid Pinacol Ester;DTXSID20378596;AMY25760;butane-1-boronic acid, pinacol ester;AKOS006220967;AB16117;CS-W000962;n-Butylboronic acid pinacol ester, 97%;AS-18721;SY076894;FT-0641227;EN300-223395;N11795;A836383;2-butyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;2-butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0.532mmHg at 25°C
• Refractive Index: 1.4182
• Boiling Point: 197.5 °C at 760 mmHg
• Flash Point: 73.2 °C
• PSA: 18.46000
• Density: 0.87 g/cm³
• LogP: 2.87870
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.1634601
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

n-Butylboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)CCCC
• Uses: n-Butylboronic acid pinacol ester can be used to prepare the fusaric acid and its analogs as possible inhibitors of quorum sensing in bacteria.

Technology Process of 2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 27 articles about 2-Butyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 91.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + butylboronic acid (4426-47-5) → pinacol butylboronate (69190-62-1)

Guidance literature:

2,3-dimethyl-2,3-butane diol; butylboronic acid; In diethyl ether; at 20 ℃; for 15h; Inert atmosphere;

With magnesium sulfate; In diethyl ether; for 12h; Inert atmosphere;

DOI:10.1021/ja304872j

Reference yield: 85.0%

1-bromo-butane (109-65-9) + bis(pinacol)diborane (73183-34-3) → pinacol butylboronate (69190-62-1)

Guidance literature:

With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol203413w

Reference yield: 81.0%

(((C(CH3)2)2O2B)CH2CH(n-C4H9))2 (280550-84-7) → pinacol butylboronate (69190-62-1)

Guidance literature:

With triphenylstannane; In benzene; at 60 ℃; for 2.5h; UV-irradiation;

DOI:10.1021/ja9944812

upstream raw materials:

n-butyllithium

4,4,5,5-tetramethyl-2-(3-phenyl-1-phenylsulfanyl-propyl)-[1,3,2]dioxaborolane

2,3-dimethyl-2,3-butane diol

butylboronic acid dimethyl ester

Downstream raw materials:

4-n-butylanisole

4-n-butylbenzoic acid ethyl ester

1-(4-butylphenyl)ethanone

1-n-butyl-4-tert-butyl-1-cyclohexene