4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one

Base Information

• Chemical Name: 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one
• CAS No.: 100818-32-4
• Molecular Formula: C10H19BO3
• Molecular Weight: 198.06700
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70462974
• Nikkaji Number: J1.396.291J
• Wikidata: Q82287654
• Mol file: 100818-32-4.mol

Synonyms:100818-32-4;4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one;DTXSID70462974;2-Butanone, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;AKOS025293619;AT15978;BS-19063;CS-0176863;EN300-104320;Z1375114440

Chemical Property of 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one

Chemical Property:

• Boiling Point: 237.6±23.0 °C(Predicted)
• PSA: 35.53000
• Density: 0.95±0.1 g/cm3(Predicted)
• LogP: 2.05770
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.1427246
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

95+% ^*data from raw suppliers

4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one

There total 10 articles about 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one 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: 96.0%

methyl vinyl ketone (78-94-4,25038-87-3) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one (100818-32-4)

Guidance literature:

With 2-((1,3-bis(N-butylimidazol-2-ylidene)phenylene)(dimethylamido)bis(iodo))rhodium(III); 2-((1,3-bis(N-butylimidazol-2-ylidene)phenylene)(dimethylamido)bis(chloro))rhodium(III); In ethanol; at 22 ℃; for 1h; Solvent; Catalytic behavior; Sealed tube;

DOI:10.1016/j.jorganchem.2015.11.010

Reference yield: 90.0%

water (7732-18-5) + methyl vinyl ketone (78-94-4,25038-87-3) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one (100818-32-4)

Guidance literature:

With potassium acetate; copper(l) chloride; In N,N-dimethyl-formamide; (N2); stirring a mixt. of ketone with boron compd. in DMF in the presence of CuCl and CH3COOK at room temp. for 16 h, addn. of water;

DOI:10.1016/S0022-328X(00)00826-3

Reference yield: 77.0%

water (7732-18-5) + methyl vinyl ketone (78-94-4,25038-87-3) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-one (100818-32-4)

Guidance literature:

With Au-TiO₂; In benzene; at 70 ℃; for 2h;

DOI:10.1039/d0ob01806f

upstream raw materials:

methyl vinyl ketone

bis(pinacol)diborane

2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

water

Downstream raw materials:

4-(3-methoxyphenyl)butan-2-one