1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]-

Base Information

• Chemical Name: 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]-
• CAS No.: 620595-02-0
• Molecular Formula: C19H29BO4
• Molecular Weight: 332.248
• Hs Code.: 2931900090

Synonyms:4,4,5,5-tetramethyl-2-(4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-[4-(4,4,5,5-tetramethyl-[1,3]dioxolan-2-yl)-phenyl]-[1,3,2]dioxaborolane;

Chemical Property of 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]-

Chemical Property:

• Melting Point: 143.6 - 144 °C
• PSA: 36.92000
• LogP: 3.58840

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]-1,3,2-dioxaborolane ^*data from reagent suppliers

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Technology Process of 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]-

There total 2 articles about 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl]- 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: 76.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-(4-bromophenyl)-4,4,5,5-tetramethyl-1,3-dioxolane (620595-01-9) → 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-phenyl]-1,3,2-dioxaborolane (620595-02-0)

Guidance literature:

2-(4-bromophenyl)-4,4,5,5-tetramethyl-1,3-dioxolane; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 0 ℃;

2,3-dimethyl-2,3-butane diol; With acetic acid;

DOI:10.1021/ol035677g

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) → 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-phenyl]-1,3,2-dioxaborolane (620595-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / p-TsOH / toluene

2.1: ^tBuLi / tetrahydrofuran / -78 °C

2.2: triisopropylborate / tetrahydrofuran / -78 - 0 °C

2.3: 76 percent / AcOH

With tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1021/ol035677g

Reference yield: 82.0%

6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde (1221821-39-1) + 4,4,5,5-tetramethyl-2-[4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)-phenyl]-1,3,2-dioxaborolane (620595-02-0) → C35H46O3S2

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In ethanol; toluene; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.11.118

upstream raw materials:

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

2-(4-bromophenyl)-4,4,5,5-tetramethyl-1,3-dioxolane

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