3-Chloropropenyl-1-boronic acid pinacol ester

Base Information

• Chemical Name: 3-Chloropropenyl-1-boronic acid pinacol ester
• CAS No.: 153724-93-7
• Molecular Formula: C9H16 B Cl O2
• Molecular Weight: 202.49
• Mol file: 153724-93-7.mol

Synonyms:1,3,2-Dioxaborolane,2-(3-chloro-1-propenyl)-4,4,5,5-tetramethyl-, (E)- (9CI)

Chemical Property of 3-Chloropropenyl-1-boronic acid pinacol ester

Chemical Property:

• Refractive Index: n20/D1.4603
• Boiling Point: 57-62°C/0.3-0.4 mmHg
• Flash Point: 100℃
• PSA: 18.46000
• Density: 1.028 g/mL at 25 °C
• LogP: 2.41280

Purity/Quality:

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

3-Chlorophenyl-1-boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: trans-2-Chloromethylvinylboronic acid pinacol ester is a common reactant of Suzuki coupling reaction. It can be used to prepare:Readout reagent that helps in providing qualitative and quantitative readouts in enzyme biomarker detection assays.Boronated enynes, which on Au(I) catalyzed cycloisomerization yield various dienyl boronates.α-Methyl-substituted boronates for the allylation of ketones to yield homoallylic tertiary alcohols.

Technology Process of 3-Chloropropenyl-1-boronic acid pinacol ester

There total 4 articles about 3-Chloropropenyl-1-boronic acid pinacol ester 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: 99.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + trans-2-(chloromethyl)ethenylboronic acid (491879-29-9) → 2-[(E)-3-chloroprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153724-93-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/b909504g

Reference yield: 84.0%

2-propynyl chloride (624-65-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-[(E)-3-chloroprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153724-93-7)

Guidance literature:

With bis(cyclohexanyl)borane; at 20 ℃; for 4h;

DOI:10.1055/s-2004-829165

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + (E)-3-chloro-1-propenylboronic acid catechol ester (37490-26-9) → 2-[(E)-3-chloroprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (153724-93-7)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1055/s-2004-829165

upstream raw materials:

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

2-propynyl chloride

(E)-3-chloro-1-propenylboronic acid catechol ester

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

Downstream raw materials:

1-phenyl-hept-5-en-3-ol

dimethyl(phenyl)(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)silane

C₁₉H₂₆NO₂B

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