Boronic acid, butyl-, dimethyl ester

Base Information

• Chemical Name: Boronic acid, butyl-, dimethyl ester
• CAS No.: 2117-94-4
• Molecular Formula: C₆H₁₅BO₂
• Molecular Weight: 129.995
• DSSTox Substance ID: DTXSID30416094
• Wikidata: Q82225258
• Mol file: 2117-94-4.mol

Synonyms:2117-94-4;Boronic acid, butyl-, dimethyl ester;dimethyl 1-butaneboronate;SCHEMBL907653;DTXSID30416094;InChI=1/C6H15BO2/c1-4-5-6-7(8-2)9-3/h4-6H2,1-3H

Chemical Property of Boronic acid, butyl-, dimethyl ester

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 130.1165099
• Heavy Atom Count: 9
• Complexity: 55

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CCCC)(OC)OC

Technology Process of Boronic acid, butyl-, dimethyl ester

There total 2 articles about Boronic acid, butyl-, 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:

n-butyllithium (109-72-8,29786-93-4) + Trimethyl borate (121-43-7,63156-11-6) + HFC-227ca (2252-84-8) → butylboronic acid dimethyl ester (2117-94-4) + lithium heptafluoropropyltrimethoxyborate + lithium tetramethanolatoborate (6867-35-2)

Guidance literature:

In diethyl ether; hexane; under Ar, excess of C3F7H was condensed at -90 °C into ether, 2.5M BuLi in hexane was added (temp. was below -90 °C), stirring at -90/-95 °C for 1 h, 1 equiv. of B(OMe)3 was added, stirring for 1 h, warming to 20 °C in 2 h; monitoring by (19)F and (11)B NMR; the yield of Li(C3F7B(OMe)3) was 20 %;

DOI:10.1002/zaac.200600357

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + Trimethyl borate (121-43-7,63156-11-6) + 1,1,1,2,2,3,3-heptafluoro-3-iodo-propane (754-34-7) → butylboronic acid dimethyl ester (2117-94-4) + lithium heptafluoropropyltrimethoxyborate + Li[C3F7(C4H9)B(OMe)2] + lithium tetramethanolatoborate (6867-35-2)

Guidance literature:

In diethyl ether; hexane; under Ar, excess of C3F7I and B-compd. in ether was cooled to -78 °C, 1 equiv. of BuLi (2.5 M in hexane) was added in 30 min (temp. was kept below -68 °C), stirring at -70 °C for 1 h, warming to 7 °C in 1 h; monitoring by (19)F and (11)B NMR; the yields of Li(C3F7B(OMe)3) and Li(C3F7(C4H9)B(OMe)2 are 17 and 23 %, resp., other unidentified products were also formed;

DOI:10.1002/zaac.200600357

Reference yield:

butylboronic acid dimethyl ester (2117-94-4) + N-phenylbenzamidrazone (2038-98-4) → 3-butyl-4,5-diphenyl-3,4-dihydro-2H-[1,2,4,3]triazaborole

Guidance literature:

In benzene;

DOI:10.1021/ja00742a041

upstream raw materials:

n-butyllithium

Trimethyl borate

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

HFC-227ca

Downstream raw materials:

pinacol butylboronate

1-Butyl-borolan

Refernces