2-(4-(Chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-(Chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1072945-04-0
• Molecular Formula: C₁₃H₁₈BClO₂
• Molecular Weight: 252.549
• Hs Code.: 2934999090
• Mol file: 1072945-04-0.mol

Synonyms:2-(4-(Chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Chloromethylphenylboronic acid, pinacol ester

Chemical Property of 2-(4-(Chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 18.46000
• LogP: 2.72460
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-ChloromethylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloromethylphenylboronic acid, pinacol ester

Technology Process of 2-(4-(Chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about 2-(4-(Chloromethyl)phenyl)-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: 46.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + bis(pinacol)diborane (73183-34-3) → 2-(4-(chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1072945-04-0)

Guidance literature:

With Co(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)₂Cl₂; potassium methanolate; In tert-butyl methyl ether; at 50 ℃; for 8h;

DOI:10.1021/acscatal.8b00536

Reference yield:

(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (302348-51-2) → 2-(4-(chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1072945-04-0)

Guidance literature:

(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol; With N,N-dimethylthiourea; In dichloromethane; at 20 ℃;

With N-chloro-succinimide; In dichloromethane; at 20 ℃; for 5h; Irradiation;

DOI:10.1021/acs.joc.0c01431

Reference yield:

thionyl chloride (7719-09-7) + (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (302348-51-2) → 2-(4-(chloromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1072945-04-0)

Guidance literature:

With N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 0.0833333h;

upstream raw materials:

1-Chloro-4-(chloromethyl)benzene

bis(pinacol)diborane

thionyl chloride

(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol

Downstream raw materials:

4-(cyclohexylmethyl)phenylboronic acid pinacol ester

Refernces

• 1、 -. "BETA-LACTAM COMPOUNDS AND METHODS OF USE THEREOF". Page/Page column 97. . Retrieved 2020/04/25.