155756
2,2,6,6-Tetramethyl-3,5-heptanedione
98%
Synonym(s):
Dipivaloylmethane
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About This Item
Linear Formula:
(CH3)3CCOCH2COC(CH3)3
CAS Number:
Molecular Weight:
184.28
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-268-3
Beilstein/REAXYS Number:
1447269
MDL number:
Assay:
98%
Form:
liquid
Quality Level
assay
98%
form
liquid
refractive index
n20/D 1.459 (lit.)
bp
72-73 °C/6 mmHg (lit.)
density
0.883 g/mL at 25 °C (lit.)
functional group
ketone
SMILES string
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
InChI key
YRAJNWYBUCUFBD-UHFFFAOYSA-N
General description
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.
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.
Application
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.
2,2,6,6-Tetramethyl-3,5-heptanedione used as a ancillary ligand in the synthesis of orange-emitting iridium(III) complex.
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
152.6 °F - closed cup
flash_point_c
67 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Articles
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
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)
Tetrahedron, 48, 6909-6909 (1992)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 155756-100G | 04061838346209 |
| 155756-25G | 04061838742186 |
| 155756-5G | 04061838742193 |