Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III)

Base Information

• Chemical Name: Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III)
• CAS No.: 142617-53-6
• Molecular Formula: C₃₃H₅₇BiO₆
• Molecular Weight: 758.792
• Hs Code.: 29161995
• European Community (EC) Number: 621-961-8
• Mol file: 142617-53-6.mol

Synonyms:142617-53-6;MFCD00064763;Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III);(Z)-5-Bis[[(Z)-2,2,6,6-tetramethyl-5-oxohept-3-en-3-yl]oxy]bismuthanyloxy-2,2,6,6-tetramethylhept-4-en-3-one;Bismuth III Tetramethylheptanedionate;CID 16717622;Bismuth(III) tris(2,2,6,6-tetramethyl-3,5-heptanedionate)

Chemical Property of Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III)

Chemical Property:

• Melting Point: 89-99oC
• Boiling Point: 295°C
• Flash Point: 150°C/0.05mm
• PSA: 78.90000
• LogP: 9.03750
• Sensitive.: Hygroscopic
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 758.39591
• Heavy Atom Count: 40
• Complexity: 885

Purity/Quality:

98%Min ^*data from raw suppliers

Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III), min. 98% (99.9%-Bi) [Bi(TMHD)3] ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=CC(=O)C(C)(C)C)O[Bi](OC(=CC(=O)C(C)(C)C)C(C)(C)C)OC(=CC(=O)C(C)(C)C)C(C)(C)C
• Isomeric SMILES: CC(/C(=C/C(=O)C(C)(C)C)/O[Bi](O/C(=C\C(=O)C(C)(C)C)/C(C)(C)C)O/C(=C\C(=O)C(C)(C)C)/C(C)(C)C)(C)C
• Uses: Used as pharamaceutical intermediate.

Technology Process of Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III)

There total 4 articles about Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)bismuth(III) 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: 90.8%

2,2,6,6-tetramethylheptane-3,5-dione (1118-71-4) + tris(bis(trimethylsilyl)amido)bismuth → Bi(thd)3 (129971-75-1,142617-53-6)

Guidance literature:

In toluene; byproducts: HN(Si(CH3)3)2; diketone was added to soln. of bismith comples in THF, stirred for 30 min; evapd., dried in vac. at 60°C for 2 h, elem. anal.;

DOI:10.1039/b918175j

Reference yield: 55.0%

2,2,6,6-tetramethylheptane-3,5-dione (1118-71-4) + bismuth(III) chloride (7787-60-2) → Bi(thd)3 (129971-75-1,142617-53-6)

Guidance literature:

With sodium isocyanate; In tetrahydrofuran; byproducts: NaCl, methyl carbamate; with light exclusion, THF soln. BiCl3 was added to THF suspn. of NaOCN, THF soln. of 3 equiv. of oxo-compd. was dropped, 80 °C for 6 h; Na-salts were filtered off, solvents were removed, methyl carbamate was sublimed in vac. at 60 °C, recrystn. from THF, elem. anal.;

Reference yield: 41.0%

bismuth(III) chloride (7787-60-2) + sodium dipivaloylmethanate (17574-99-1) → Bi(thd)3 (129971-75-1,142617-53-6)

Guidance literature:

In tetrahydrofuran; BiCl3 in THF was added to Nadpm in THF, under argon, after 2 h evaporated to dryness; extracted by hexane or CH2Cl2, sublimation, elem. anal.;

DOI:10.1016/S0277-5387(00)80209-0

upstream raw materials:

2,2,6,6-tetramethylheptane-3,5-dione

bismuth(III) chloride

sodium dipivaloylmethanate

triphenylbismuthane

Refernces

• 1、 Echigo, Masatoshi,Takao, Ryoji,Wakeshima, Ikuko. "Synthesis and Properties of Tris(β-diketonato)bismuth(III) Complexes by the Reaction Using NaOCN as Base". . . Retrieved 2008/10/08.