2-(5-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(5-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1190129-77-1
• Molecular Formula: C12H15BClFO2
• Molecular Weight: 256.5087032
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80682202
• Wikidata: Q82606506
• Mol file: 1190129-77-1.mol

Synonyms:1190129-77-1;2-(5-CHLORO-2-FLUOROPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;5-Chloro-2-fluorophenylboronic acid pinacol ester;5-chloro-2-fluorophenylboronic acid, pinacol ester;MFCD16036133;(5-CHLORO-2-FLUOROPHENYL)BORONIC ACID PINACOL ESTER;DTXSID80682202;AKOS016004782;s10029;AS-18765;SY104647;CS-0030587;EN300-1706449;A925745;Z1336747742;1,3,2-Dioxaborolane, 2-(5-chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-

Chemical Property of 2-(5-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 319.0±32.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.77830
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 256.0837657
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-2-fluorophenylboronicAcid,PinacolEster ^*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)C2=C(C=CC(=C2)Cl)F
• Uses: 5-Chloro-2-fluorophenylboronic Acid, Pinacol Ester acts as a reagent for the preparation of substituted pyridinamines as Stk4 inhibitors for treatment of hematologic malignancies, preparation of FASN inhibitors useful for treatment of cancer and other diseases, design and application of low-temperature continuous flow chemistry platform.

Technology Process of 2-(5-Chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about 2-(5-Chloro-2-fluorophenyl)-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: 100.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 5-chloro-2-fluorophenylboronic acid (352535-83-2) → 2-(5-chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1190129-77-1)

Guidance literature:

Heating;

Reference yield: 89.0%

1-Chloro-4-fluorobenzene (352-33-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(5-chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1190129-77-1)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; Glovebox; Inert atmosphere;

With 2,2′-bis-4-benzyl-2-oxazoline; In tetrahydrofuran; at 20 ℃; Glovebox; Inert atmosphere;

1-Chloro-4-fluorobenzene; In tetrahydrofuran; at 20 ℃; for 24h; Reagent/catalyst; regioselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02299

Reference yield: 83.0%

1-Chloro-4-fluorobenzene (352-33-0) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(5-chloro-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1190129-77-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; cyclohexane; at -50 ℃; Flow reactor;

DOI:10.1021/op500213j

upstream raw materials:

1-Chloro-4-fluorobenzene

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

bis(pinacol)diborane

2-bromo-4-chloro-1-fluorobenzene