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
Beilstein:
1447269
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)
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
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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 Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
152.6 °F - closed cup
Flash Point(C)
67 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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[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
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