4,4,5,5-Tetramethyl-2-(3-phenylpropyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(3-phenylpropyl)-1,3,2-dioxaborolane
• CAS No.: 329685-40-7
• Molecular Formula: C15H23 B O2
• Molecular Weight: 246.157
• Hs Code.: 2934999090
• European Community (EC) Number: 816-329-5
• DSSTox Substance ID: DTXSID20575609
• Nikkaji Number: J2.099.485A
• Wikidata: Q82465012
• Mol file: 329685-40-7.mol

Synonyms:329685-40-7;4,4,5,5-tetramethyl-2-(3-phenylpropyl)-1,3,2-dioxaborolane;3-PHENYL-1-PROPYLBORONIC ACID PINACOL ESTER;(3-Phenylpropyl)boronic Acid Pinacol Ester;MFCD09953505;SCHEMBL15924059;DTXSID20575609;AC1862;AKOS015995047;(3-Phenylpropyl)boronicAcidPinacolEster;CS-12311;SY046179;CS-0174530;EN300-6970985;3-Phenyl-1-propylboronic acid pinacol ester,97%;J-018953;J-513976

Chemical Property of 4,4,5,5-Tetramethyl-2-(3-phenylpropyl)-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 307.1±21.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.96±0.1 g/cm3(Predicted)
• LogP: 3.71140
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 246.1791101
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-1-propylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)CCCC2=CC=CC=C2

Technology Process of 4,4,5,5-Tetramethyl-2-(3-phenylpropyl)-1,3,2-dioxaborolane

There total 74 articles about 4,4,5,5-Tetramethyl-2-(3-phenylpropyl)-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: 97.0%

allylbenzene (300-57-2,57807-91-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane (329685-40-7)

Guidance literature:

With lithium diisobutyl-tert-butoxyaluminum hydride; In neat (no solvent); at 110 ℃; for 2h;

DOI:10.1039/c9ra04699b

Reference yield: 96.0%

1-Bromo-3-phenylpropane (637-59-2) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane (329685-40-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate monohydrate; di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; In water; tert-butyl alcohol; at 60 ℃; Inert atmosphere;

DOI:10.1021/jo301156e

Reference yield: 95.0%

1-phenylpropene (637-50-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(1-phenyl-propyl)-[1,3,2]dioxaborolane (916658-71-4) + 4,4,5,5-tetramethyl-2-(1-phenylpropan-2-yl)-1,3,2-dioxaborolane (916658-74-7) + 4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane (329685-40-7)

Guidance literature:

[(η4-1,5-cyclooctadiene)Rh(κ2-P,N-3-P(i)Pr2-2-NMe2-indenide)]; In tetrahydrofuran-d8; THF-d8, room temp., 2 mol% of catalyst, 72 h; detected by NMR spectra;

DOI:10.1021/om060742m

upstream raw materials:

cis-1-phenyl-1-propylene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chloroiodomethane

Downstream raw materials:

(3-phenylpropyl)boronic acid

2-methoxy-5-(3-phenylprop-1-yl)pyridine

2-phenyl-6-(3-phenylpropyl)pyridine

2,6-bis(3-phenylpropyl)pyridine

Refernces

• 1、 Kirchner, Karl,St?ger, Berthold,Veiros, Luis F.,Weber, Stefan,Zobernig, Daniel. "Hydroboration of Terminal Alkenes and trans-1,2-Diboration of Terminal Alkynes Catalyzed by a Manganese(I) Alkyl Complex". supporting information. p. 24488 - 24492. Retrieved 2021/10/19.
• 2、 Pecak, Jan,Fleissner, Sarah,Veiros, Luis F.,Pittenauer, Ernst,St?ger, Berthold,Kirchner, Karl. "Synthesis and Catalytic Reactivity of Cobalt Pincer Nitrosyl Hydride Complexes". . p. 278 - 285. Retrieved 2021/02/03.