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MilliporeSigma

87851

Supelco

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

for GC derivatization, LiChropur, ≥98.0%

Sinónimos:

Dipivaloylmethane

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About This Item

Fórmula lineal:
(CH3)3CCOCH2COC(CH3)3
Número de CAS:
Peso molecular:
184.28
Beilstein/REAXYS Number:
1447269
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:

grade

for GC derivatization

Quality Level

assay

≥98.0% (GC)
≥98.0%

form

liquid

quality

LiChropur

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

refractive index

n20/D 1.456-1.462
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

Acylation, a replacement to silylation, allows the conversion of compounds that consist of active hydrogens (-OH, -SH and -NH) into esters, thioesters, and amides via the action of a carboxylic acid or derivative. The carbonyl group adjacent to the halogenated carbons is known to improve the electron capture detector (ECD) response. Acylation has several advantages:
  • It enhances the stability of compounds by protecting unstable groups.
  • It may confer volatility on substances like carbohydrates or amino acids, that have several polar groups that they are non-volatile and usually decompose on heating.
  • It facilitates the separations not possible with underivatized compounds.
  • Compounds are detectable at very low levels with an ECD.

2,2,6,6-Tetramethyl-3,5-heptanedione is a reagent used to form fragmentation-directing derivatives for GC/MS analysis.

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk_germany

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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Ultrafine 239PuO2 aerosol generation, characterization and short-term inhalation study in the rat.
G M Kanapilly et al.
Health physics, 39(3), 505-519 (1980-09-01)
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
R Schwartz
Federation proceedings, 41(10), 2709-2713 (1982-08-01)
The potential of the stable isotope 26Mg (natural abundance 11.01 atom %) as a biological tracer has been explored using neutron activation (NA) and mass spectrometry (MS) for detection. The high natural abundance of this isotope restricts its utility to
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

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