ChemicalBook Product Catalog Chemical Reagents Organic reagents aliphatic ketones 3-Chloro-2,4-pentanedione

3-Chloro-2,4-pentanedione

Product Name3-Chloro-2,4-pentanedione
CAS1694-29-7
MFC5H7ClO2
MW134.56
EINECS216-902-4
MOL File1694-29-7.mol

Chemical Properties

Melting point	-15 °C
Boiling point	49-52 °C/18 mmHg (lit.)
Density	1.1921 g/mL at 20 °C (lit.)
vapor pressure	15 hPa (20 °C)
refractive index	n20/D 1.483(lit.)
Flash point	54 °F
storage temp.	2-8°C
solubility	7.65g/l
form	Liquid
pka	6.77±0.46(Predicted)
Specific Gravity	1.129
color	Clear yellow to very deep brown
PH	3.9 (7.65g/l, H2O, 20℃)
explosive limit	2.1%(V)
BRN	605870
InChI	1S/C5H7ClO2/c1-3(7)5(6)4(2)8/h5H,1-2H3
InChIKey	VLRGXXKFHVJQOL-UHFFFAOYSA-N
SMILES	CC(=O)C(Cl)C(C)=O
CAS DataBase Reference	1694-29-7(CAS DataBase Reference)
EPA Substance Registry System	2,4-Pentanedione, 3-chloro- (1694-29-7)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
RIDADR	UN 1224 3/PG 3
WGK Germany	3
F	19
Autoignition Temperature	485 °C
TSCA	TSCA listed
HS Code	2914 79 00
HazardClass	3.1
PackingGroup	II
Storage Class	3 - Flammable liquids
Hazard Classifications	Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

clear yellow to very deep brown liquid

Uses

3-Chloro-2,4-pentanedione was used in the synthesis of tetrathiafulvenyl-acetylacetonate (TTFSacacH), precursor of novel redox-active ligands.

General Description

The tautomeric properties of 3-chloro-2,4-pentanedione were studied using gas electron diffraction (GED) and quantum chemical calculations.

Synthesis

123-54-6

1694-29-7

The general procedure for the synthesis of 3-chloro-2,4-pentanedione from acetylacetone under solvent-free conditions was as follows: first, a temperature control device was installed to maintain the reaction temperature at 15°C and the system pressure was adjusted to 1-2 atm. Acetylacetone was introduced continuously into the reaction system via a metering pump at a flow rate of 1 mol/h and chlorine at a flow rate of 1.0 mol/h. The reaction time was strictly controlled to 20 seconds. During the reaction, the temperature at the reactor outlet was gradually increased to 35 °C and the temperature at the outlet of Pipeline 2 was increased to 25 °C. The reaction lasted for 1 h and was terminated and sampled for gas phase analysis. The results showed that the reaction selectivity was 83.1% and the quantitative yield was 79.2%.

References

[1] Patent: CN105418548, 2016, A. Location in patent: Paragraph 0017
[2] Journal of the Chinese Chemical Society (Taipei, Taiwan), 1997, vol. 44, # 3, p. 309 - 312
[3] Journal of Organic Chemistry, 1995, vol. 60, # 10, p. 3074 - 3083
[4] Advanced Synthesis and Catalysis, 2015, vol. 357, # 1, p. 148 - 158
[5] Journal of the American Chemical Society, 1945, vol. 67, p. 395,399

3-Chloro-2,4-pentanedione

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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