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

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

InChIKey

YRAJNWYBUCUFBD-UHFFFAOYSA-N

LogP

2.818 (est)

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

Hazard Codes 

Xn

Risk Statements 

22-40-36/37/38

Safety Statements 

24/25-36-26-22

RIDADR 

UN 1993 / PGIII

WGK Germany 

3

TSCA 

T

HS Code 

29141900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,2,6,6-Tetramethyl-3,5-heptanedione Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Uses

suzuki reaction

Uses

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

Uses

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(1118-71-4)Related Product Information

• 2,4-HEXANEDIONE
• 2,2,6,6-Tetramethyl-3,5-heptanedione copper(II) derivative, Cu(TMHD)2,2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONE, COPPER(II) DERIVATIVE
• 2,2,6,6-Tetramethyl-3,5-heptanedione
• 2,2-DIMETHYL-3,5-HEXANEDIONE
• 3,5-HEPTANEDIONE
• Barium bis(2,2,6,6-tetramethyl-3,5-heptanedionate) hydrate
• TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)
• BIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)LEAD(II)
• GD(TMHD)3
• BIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)LEAD(II)
• 2,2-DIMETHYL-3-HEXANONE
• 2,6-DIMETHYL-3,5-HEPTANEDIONE
• BISMUTH TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATE)
• TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)YTTRIUM(III)
• TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)YTTERBIUM
• 2,6-HEPTANEDIONE
• 2,2-DIMETHYL-3-HEPTANONE
• 4,4-DIMETHYL-3-OXO-PENTANAL