Boronic acid, methyl-, dimethyl ester

Base Information

• Chemical Name: Boronic acid, methyl-, dimethyl ester
• CAS No.: 7318-81-2
• Molecular Formula: C3H9 B O2
• Molecular Weight: 87.9143
• Mol file: 7318-81-2.mol

Synonyms:Boronicacid, methyl-, dimethyl ester (9CI); Methaneboronic acid, dimethyl ester(6CI,7CI,8CI); Dimethoxymethylborane; Dimethyl methylboronate; Methylboronicacid dimethyl ester

Chemical Property of Boronic acid, methyl-, dimethyl ester

Chemical Property:

• Vapor Pressure: 3640mmHg at 25°C
• PSA: 18.46000
• Density: 0.779g/cm³
• LogP: 0.39720

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boronic acid, methyl-, dimethyl ester

There total 8 articles about Boronic acid, methyl-, dimethyl 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: 32.0%

methyllithium (917-54-4) + boron trichloride (10294-34-5) → trimethylborane (593-90-8) + methoxy-dimethyl-borane (4443-43-0) + bis(methoxy)methylborane (7318-81-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;

DOI:10.1021/om50004a009

Reference yield: 28.0%

fluorodimethoxyborane (367-46-4) + methyllithium (917-54-4) → trimethylborane (593-90-8) + methoxy-dimethyl-borane (4443-43-0) + bis(methoxy)methylborane (7318-81-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;

DOI:10.1021/om50004a009

Reference yield: 20.0%

cyclotriboric acid trimethyl ester (102-24-9) + methyllithium (917-54-4) → trimethylborane (593-90-8) + methoxy-dimethyl-borane (4443-43-0) + bis(methoxy)methylborane (7318-81-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;

DOI:10.1021/om50004a009

upstream raw materials:

fluorodimethoxyborane

methyllithium

chlorodimethoxyborane

cyclotriboric acid trimethyl ester

Downstream raw materials:

methanol

(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole

5-chloro-2-(methylamino)pyridine

2,4,6-Trimethyl-[1,3,5,2,4,6]triazatriborinane

Refernces

• 1、 Brown, Herbert C.,Vasumathi, Nagarajan,Joshi, Navalkishore N.. "Organoboranes. 56. Systematic study of the reactions of 1-alkenylboronic esters with representative organolithium and grignard reagents to provide an efficient, selective synthesis of organyl-1-alkenylborinic esters". . p. 1058 - 1067. Retrieved 2008/10/08.