2-(3,3-Dimethylbut-1-EN-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3,3-Dimethylbut-1-EN-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 261638-97-5
• Molecular Formula: C12H23BO2
• Molecular Weight: 210.12082
• European Community (EC) Number: 870-342-0
• Nikkaji Number: J730.118I
• Mol file: 261638-97-5.mol

Synonyms:261638-97-5;2-(3,3-DIMETHYLBUT-1-EN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-(2,2-Dimethyl-1-methylen-propyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;starbld0000481;SCHEMBL12192233;MFCD16996227;MB20238;CS-0341461;W13784;EN300-5374730;A1-03384;Z1509536987;2-(2,2-Dimethyl-1-methylene-propyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;2-(2,2-Dimethyl-1-methylenepropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(3,3-Dimethylbut-1-EN-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 213.0±23.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.87±0.1 g/cm3(Predicted)
• LogP: 3.22010
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.1791101
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

97% ^*data from raw suppliers

2-(2,2-Dimethyl-1-methylen-propyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C(=C)C(C)(C)C

Technology Process of 2-(3,3-Dimethylbut-1-EN-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 8 articles about 2-(3,3-Dimethylbut-1-EN-2-YL)-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: 91.0%

3,3-dimethyl-1-butenyl-2-triflate (27701-32-2) + bis(pinacol)diborane (73183-34-3) → 2-(3,3-dimethylbut-1-en-2-yl)-4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolane (261638-97-5)

Guidance literature:

With triphenylphosphine; bis(triphenylphosphine)palladium(II) chloride; In toluene; mixt. in toluene stirred at 50°C for 2 h; treated (H2O) at room temp.; extd. (benzene); washed with brine; dried (MgSO4); purified by chromy. on silica gel or by distn. (vac.);

DOI:10.1021/ja0202255

Reference yield: 69.0%

2-Bromo-3,3-dimethyl-1-butene (33693-77-5) + bis(pinacol)diborane (73183-34-3) → (E)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (157945-83-0,154820-99-2) + 2-(3,3-dimethylbut-1-en-2-yl)-4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolane (261638-97-5)

Guidance literature:

With triphenylphosphine; bis(triphenylphosphine)palladium(II) chloride; In toluene; mixt. in toluene stirred at 50°C for 5 h; treated (H2O) at room temp.; extd. (benzene); washed with brine; dried (MgSO4); purified by chromy. on silica gel or by distn. (vac.);

DOI:10.1021/ja0202255

Reference yield: 36.0%

3,3-dimethyl-2-iodo-1-butene (29443-60-5) + bis(pinacol)diborane (73183-34-3) → 2-(3,3-dimethylbut-1-en-2-yl)-4,4,5 ,5-tetramethyl-1,3 ,2-dioxaborolane (261638-97-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine; In toluene; at 50 ℃; for 5h;

DOI:10.1002/chem.201200246

upstream raw materials:

2-Bromo-3,3-dimethyl-1-butene

bis(pinacol)diborane

3,3-Dimethylbut-1-yne

3,3-dimethyl-1-butenyl-2-triflate

Downstream raw materials:

methyl 3-(1-(1,1-dimethylethyl)ethenyl)-4-(((trifluoromethyl)sulfonyl)oxy)benzoate

methyl 3-(1-(1,1-dimethylethyl)ethenyl)-4-hydroxybenzoate

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