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HomeProduct name list2,2,6,6-Tetramethyl-3,5-heptanedione

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

Synonym(s):Dipivaloylmethane

  • CAS NO.:1118-71-4
  • Empirical Formula: C11H20O2
  • Molecular Weight: 184.28
  • MDL number: MFCD00008848
  • EINECS: 214-268-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-22 14:21:17
2,2,6,6-Tetramethyl-3,5-heptanedione Structural

What is 2,2,6,6-Tetramethyl-3,5-heptanedione?

Chemical properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

The Uses of 2,2,6,6-Tetramethyl-3,5-heptanedione

2,2,6,6-tetramethyl-3,5-heptanedione was used in the synthesis of α-aryl-β-diketones1 and dicyanamidobenzene-bridge diruthenium complex.

The Uses of 2,2,6,6-Tetramethyl-3,5-heptanedione

suzuki reaction

The Uses of 2,2,6,6-Tetramethyl-3,5-heptanedione

2,2,6,6-Tetramethyl-3,5-heptanedione is a beta diketone with antibacterial activity.

Definition

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.

Synthesis Reference(s)

Journal of the American Chemical Society, 100, p. 5428, 1978 DOI: 10.1021/ja00485a030

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.

Synthesis

Methyl pivalate and formamide could be used as starting materials to synthesize 2,2,6,6-Tetramethyl-3,5-heptanedione.
2,2,6,6-Tetramethyl-3,5-heptanedione   

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

Melting point: >400 °C (decomp)
Boiling point: 72-73 °C/6 mmHg (lit.)
Density  0.883 g/mL at 25 °C (lit.)
refractive index  n20/D 1.459(lit.)
Flash point: 153 °F
storage temp.  Sealed in dry,Room Temperature
solubility  Difficult to mix.
form  Liquid
pka 11.60±0.10(Predicted)
Specific Gravity 0.883
color  Clear colorless to slightly yellow
BRN  1447269
CAS DataBase Reference 1118-71-4(CAS DataBase Reference)
EPA Substance Registry System 3,5-Heptanedione, 2,2,6,6-tetramethyl- (1118-71-4)

Safety information for 2,2,6,6-Tetramethyl-3,5-heptanedione

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H302:Acute toxicity,oral
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.
P501:Dispose of contents/container to..…

Computed Descriptors for 2,2,6,6-Tetramethyl-3,5-heptanedione

InChIKey YRAJNWYBUCUFBD-UHFFFAOYSA-N

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