4-Cyclopropoxyphenylboronic acid

Base Information

• Chemical Name: 4-Cyclopropoxyphenylboronic acid
• CAS No.: 871829-90-2
• Molecular Formula: C9H11BO3
• Molecular Weight: 177.996
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID70681860
• Wikidata: Q82606039
• Mol file: 871829-90-2.mol

Synonyms:4-CYCLOPROPOXYPHENYLBORONIC ACID;871829-90-2;(4-Cyclopropoxyphenyl)boronic acid;(4-cyclopropyloxyphenyl)boronic Acid;C9H11BO3;MFCD08461663;Boronic acid, [4-(cyclopropyloxy)phenyl]-;SCHEMBL3005784;DTXSID70681860;4-cyclopropoxybenzene boronic acid;IZOOGQYKHWNGOK-UHFFFAOYSA-N;WJB82990;4-CYCLOPROPOXYPHENYLBORONICACID;AKOS006289004;[4-(Cyclopropyloxy)phenyl]boronic acid;MB06315;AS-47013;SY025522;CS-0030605;EN300-263151;F11406;A862735;Z1198179892

Chemical Property of 4-Cyclopropoxyphenylboronic acid

Chemical Property:

• PSA: 49.69000
• LogP: -0.09240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.0801244
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99%, ^*data from raw suppliers

4-Cyclopropoxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)OC2CC2)(O)O

Technology Process of 4-Cyclopropoxyphenylboronic acid

There total 4 articles about 4-Cyclopropoxyphenylboronic 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: 34.0%

1-bromo-4-(cyclopropyloxy)benzene (38380-85-7) → (4-cyclopropoxyphenyl)boronic acid (871829-90-2)

Guidance literature:

1-bromo-4-(cyclopropyloxy)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.95h;

With triethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 18h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 0 ℃; for 0.5h;

Reference yield:

4-bromophenyl vinyl ether (1005-61-4) → (4-cyclopropoxyphenyl)boronic acid (871829-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylzinc / hexane; 1,2-dichloro-ethane / 3.5 h / 0 °C

1.2: 0 °C

2.1: n-butyllithium; triethyl borate / tetrahydrofuran; hexane / 19 h / -78 - 20 °C

2.2: 0.5 h / 0 °C

With n-butyllithium; triethyl borate; diethylzinc; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;

Reference yield:

4-bromo-phenol (106-41-2) → (4-cyclopropoxyphenyl)boronic acid (871829-90-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / water / 11 h / Heating / reflux

2.1: potassium tert-butylate / tetrahydrofuran / 16.17 h / 0 - 20 °C

3.1: diethylzinc / hexane; 1,2-dichloro-ethane / 3.5 h / 0 °C

3.2: 0 °C

4.1: n-butyllithium; triethyl borate / tetrahydrofuran; hexane / 19 h / -78 - 20 °C

4.2: 0.5 h / 0 °C

With sodium hydroxide; n-butyllithium; triethyl borate; potassium tert-butylate; diethylzinc; In tetrahydrofuran; hexane; water; 1,2-dichloro-ethane;

upstream raw materials:

1-bromo-4-(cyclopropyloxy)benzene

4-bromophenyl vinyl ether

4-bromo-phenol

1-bromo-4-(2-bromoethoxy)benzene

Downstream raw materials:

2-(4-cyclopropoxyphenyl)-5H-thiazolo[5,4-c]pyridin-4-one

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