5,5-Dimethyl-2-(thiophen-2-YL)-1,3,2-dioxaborinane

Base Information

• Chemical Name: 5,5-Dimethyl-2-(thiophen-2-YL)-1,3,2-dioxaborinane
• CAS No.: 355408-55-8
• Molecular Formula: C9H13BO2S
• Molecular Weight: 196.078
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70473106
• Nikkaji Number: J2.790.670B
• Wikidata: Q82302276
• Mol file: 355408-55-8.mol

Synonyms:355408-55-8;5,5-DIMETHYL-2-(THIOPHEN-2-YL)-1,3,2-DIOXABORINANE;Thiophene-2-boronic acid, neopentyl glycol ester;5,5-dimethyl-2-thiophen-2-yl-1,3,2-dioxaborinane;AC-776/41252509;DTXSID70473106;MFCD05155252;AKOS006293698;BS-23306;CS-0175749;E85304;5,5-dimethyl-2-(2-thienyl)-1,3,2-dioxaborinane

Chemical Property of 5,5-Dimethyl-2-(thiophen-2-YL)-1,3,2-dioxaborinane

Chemical Property:

• Melting Point: 97-98 °C
• Boiling Point: 294.5±13.0 °C(Predicted)
• PSA: 46.70000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 1.51630
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.0729310
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

Thiophene-2-boronicAcidNeopentylGlycolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)C2=CC=CS2

Technology Process of 5,5-Dimethyl-2-(thiophen-2-YL)-1,3,2-dioxaborinane

There total 9 articles about 5,5-Dimethyl-2-(thiophen-2-YL)-1,3,2-dioxaborinane 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: 97.0%

2-bromothiophene (1003-09-4) + 5,5-dimethyl-1,3,2-dioxaborinane (668987-38-0) → 5,5-dimethyl-2-(thiophen-2-yl)-1,3,2-dioxaborinane (355408-55-8)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,3-bis-(diphenylphosphino)propane; triethylamine; In toluene; at 23 - 100 ℃; Inert atmosphere;

DOI:10.1021/jo101023t

Reference yield: 93.0%

2-thienyl chloride (96-43-5) + 5,5-dimethyl-1,3,2-dioxaborinane (668987-38-0) → 5,5-dimethyl-2-(thiophen-2-yl)-1,3,2-dioxaborinane (355408-55-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triethylamine; In toluene; at 23 - 100 ℃; Inert atmosphere;

DOI:10.1021/jo101023t

Reference yield: 92.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 5,5-dimethyl-2-(thiophen-2-yl)-1,3,2-dioxaborinane (355408-55-8)

Guidance literature:

thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 1h;

With boric acid tributyl ester; In tetrahydrofuran; hexane; at -90 ℃; for 1h;

2,2-Dimethyl-1,3-propanediol; In tetrahydrofuran; hexane; at 20 ℃; for 0.25h; Further stages.;

DOI:10.1002/ejoc.200300033

upstream raw materials:

thiophene

2,2-Dimethyl-1,3-propanediol

thiophene boronic acid

2-thienyl chloride

Downstream raw materials:

methyl 4-(2-thienyl)benzoate

thiophene-2-carboxylic acid methyl ester

2-(4-(trifluoromethyl)phenyl)thiophene

2'-(2-thienyl)pyridine