3-Cyclopropyl-benzeneboronic acid

Base Information

• Chemical Name: 3-Cyclopropyl-benzeneboronic acid
• CAS No.: 1049730-10-0
• Molecular Formula: C9H11BO2
• Molecular Weight: 161.996
• Hs Code.: 2931900090
• Mol file: 1049730-10-0.mol

Synonyms:3-Cyclopropyl-benzeneboronic acid;3-cyclopropylphenylboronic acid;

Chemical Property of 3-Cyclopropyl-benzeneboronic acid

Chemical Property:

• Boiling Point: 333.0±35.0 °C(Predicted)
• PKA: 8.59±0.10(Predicted)
• PSA: 40.46000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 0.24380

Purity/Quality:

98%min ^*data from raw suppliers

(3-Cyclopropylphenyl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Cyclopropyl-benzeneboronic acid

There total 3 articles about 3-Cyclopropyl-benzeneboronic acid 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: 93.5%

1-bromo-3-chlorobenzene (108-37-2) + tetrahydroxydiboron (13675-18-8) + cyclopropylmagnesium bromide (23719-80-4) → 3-(cyclopropylphenyl)boronic acid (1049730-10-0)

Guidance literature:

1-bromo-3-chlorobenzene; cyclopropylmagnesium bromide; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triphenylphosphine; In tetrahydrofuran; at 0 - 25 ℃; for 5h; Inert atmosphere;

tetrahydroxydiboron; With triethylamine; In 1,2-dimethoxyethane; ethanol; at 50 ℃; for 4h; Concentration; Inert atmosphere;

Reference yield: 88.0%

tetrahydroxydiboron (13675-18-8) + 3-cyclopropylchlorobenzene (19714-74-0) → 3-(cyclopropylphenyl)boronic acid (1049730-10-0)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triethylamine; triphenylphosphine; In ethanol; at 30 ℃; for 6h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

Reference yield: 60.0%

Triisopropyl borate (5419-55-6) + 1-bromo-3-cyclopropylbenzene (1798-85-2) → 3-(cyclopropylphenyl)boronic acid (1049730-10-0)

Guidance literature:

1-bromo-3-cyclopropylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.75h;

DOI:10.1016/j.tetasy.2017.08.017

upstream raw materials:

Triisopropyl borate

1-bromo-3-cyclopropylbenzene

1-bromo-3-chlorobenzene

tetrahydroxydiboron

Downstream raw materials:

C₂₃H₃₄N₂O₄

C₂₃H₃₄N₂O₄

Refernces

• 1、 Procopiou, Panayiotis A.,Barrett, Tim N.,Copley, Royston C.B.,Tame, Christopher J.. "Determination of the absolute configuration of two αvβ6 integrin inhibitors for the treatment of idiopathic pulmonary fibrosis and investigations on the asymmetric 1,4-addition of arylboronic acids to crotonate esters bearing a C4-oxygen substituent". . p. 1384 - 1393. Retrieved 2017/11/09.