(4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid

Base Information

Chemical Name:(4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid
CAS No.:172872-73-0
Molecular Formula:C6H8BBrO2S
Molecular Weight:234.909
Hs Code.:
DSSTox Substance ID:DTXSID00571987
Wikidata:Q82460204

Synonyms:(4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid;172872-73-0;Boronic acid, (4-bromo-3,5-dimethyl-2-thienyl)-;starbld0019212;DTXSID00571987;AT31152

Suppliers and Price of (4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 4 raw suppliers

Chemical Property of (4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid

Chemical Property:

Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:233.95214
Heavy Atom Count:11
Complexity:147

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:B(C1=C(C(=C(S1)C)Br)C)(O)O

Technology Process of (4-Bromo-3,5-dimethylthiophen-2-yl)boronic acid

There total 4 articles about (4-Bromo-3,5-dimethylthiophen-2-yl)boronic 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: 85.0%

: 63862-00-0
2,4-dibromo-3,5-dimethylthiophene

: 172872-73-0
4-bromo-3,5-dimethylthiophene-2-boronic acid

Guidance literature:: With hydrogenchloride; n-butyllithium; boric acid tributyl ester; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(97)10658-X

Reference yield:

: 29421-92-9
4-bromo-2-methylthiophene

: 172872-73-0
4-bromo-3,5-dimethylthiophene-2-boronic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / Ni(dppp)Cl₂ / diethyl ether / 22 h

2: AcONa

3: triisopropyl borate

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); Triisopropyl borate; sodium acetate; In diethyl ether;
DOI:10.1002/anie.200602591

Reference yield:

: 765-58-2
2-bromo-5-methyl thiophene

: 172872-73-0
4-bromo-3,5-dimethylthiophene-2-boronic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 80 percent / methanol / tetrahydrofuran; hexane

2.1: 79 percent / Ni(dppp)Cl₂ / diethyl ether / 22 h

3.1: AcONa

4.1: triisopropyl borate

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); Triisopropyl borate; sodium acetate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1002/anie.200602591