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Key Documents

155756

Sigma-Aldrich

2,2,6,6-Tetramethyl-3,5-heptanedione

98%

Sinonimo/i:

Dipivaloylmethane

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About This Item

Formula condensata:
(CH3)3CCOCH2COC(CH3)3
Numero CAS:
Peso molecolare:
184.28
Beilstein:
1447269
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.459 (lit.)

P. eboll.

72-73 °C/6 mmHg (lit.)

Densità

0.883 g/mL at 25 °C (lit.)

Stringa SMILE

CC(C)(C)C(=O)CC(=O)C(C)(C)C

InChI

1S/C11H20O2/c1-10(2,3)8(12)7-9(13)11(4,5)6/h7H2,1-6H3
YRAJNWYBUCUFBD-UHFFFAOYSA-N

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Descrizione generale

2,2,6,6-Tetramethyl-3,5-heptanedione is a bidentate ligand used in the synthesis of stable complexes with lanthanide ions.

2,2,6,6-Tetramethyl-3,5-heptanedioneis a stable, anhydrous reagent. It undergoes O-additions and C-additions. In various reactions, it acts as an air-stable ligand for metal catalysts. Furthermore, it serves as a substrate for heterocycles.

Applicazioni

2,2,6,6-tetramethyl-3,5-heptanedione was used in the synthesis of α-aryl-β-diketones and dicyanamidobenzene-bridge diruthenium complex.

2,2,6,6-Tetramethyl-3,5-heptanedione used as a ancillary ligand in the synthesis of orange-emitting iridium(III) complex.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

152.6 °F - closed cup

Punto d’infiammabilità (°C)

67 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Synthesis and characterization of phenylpyridine derivative containing an imide functional group on an iridium (III) complex for solution-processable orange-phosphorescent organic light-emitting diodes
Hwang J, et al.
Dyes and Pigments, 121, 73-78 (2015)
Muriel Fabre et al.
Inorganic chemistry, 45(23), 9332-9345 (2006-11-07)
The dicyanamidobenzene-bridge diruthenium complex [{Ru(tpy)(thd)}(2)(mu-dicyd)][PF(6)] ([3][PF(6)]) (dicyd = 1,4-dicyanamidobenzene, tpy = 2,2':6',2' '-terpyridine, thd = 2,2,6,6-tetramethyl-3,5-heptanedione) and its mononuclear counterpart [Ru(tpy)(thd)(Ipcyd)] (2) [Ipcyd = 4-iodophenylcyanamide anion (Ipcyd(-))] were synthesized and fully characterized. Cyclic voltammetry of 3 showed the presence of
2, 2, 6, 6-Tetramethyl-3, 5-heptanedione
Jurica EA
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Elizabeth Buck et al.
Organic letters, 4(9), 1623-1626 (2002-04-27)
[reaction: see text]. In the copper salt catalyzed ether formation from aryl bromides or iodides and phenols, 2,2,6,6-tetramethylheptane-3,5-dione (TMHD) was found to greatly accelerate the ordinarily difficult reaction, making it occur under more moderate temperatures and reaction times. A series
Franklin P Ow et al.
The journal of physical chemistry. A, 110(25), 7751-7754 (2006-06-23)
Laser photoionization and ligand photodissociation in Ln(thd)(3) (Ln = Eu, Tb, Gd; thd = 2,2,6,6-tetramethyl-3,5-heptanedionato) are studied in a molecular beam via time-of-flight mass spectrometry. The fragmentation patterns are strongly wavelength dependent. With 355 nm excitation, the mass spectrum is

Articoli

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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