| Identification | More | [Name]
3-CHLORO-2,4-PENTANEDIONE | [CAS]
1694-29-7 | [Synonyms]
3-CHLORO-2,4-PENTANEDIONE
3-CHLOROACETYLACETONE
2,4-Pentanedione, 3-chloro-
3-chloro-4-pentanedione
3-chloropentane-2,4-dione
3-Chloropentandione-2,4
3-CHLORO-2 4-PENTANEDIONE WACKER QUALI&
3-CHLOROACETYLACETONE 99+ %
3-Chloroacetylacetone, 3-Cl-ACAC
3-Chloro-2,4-pentadione | [EINECS(EC#)]
216-902-4 | [Molecular Formula]
C5H7ClO2 | [MDL Number]
MFCD00009651 | [Molecular Weight]
134.56 | [MOL File]
1694-29-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear yellow to very deep brown liquid | [Melting point ]
-15 °C
| [Boiling point ]
49-52 °C/18 mmHg (lit.) | [density ]
1.129 g/mL at 25 °C(lit.)
| [vapor pressure ]
15 hPa (20 °C) | [refractive index ]
n20/D 1.483(lit.)
| [Fp ]
54 °F
| [storage temp. ]
2-8°C
| [solubility ]
7.65g/l | [form ]
Liquid | [pka]
6.77±0.46(Predicted) | [color ]
Clear yellow to very deep brown | [Specific Gravity]
1.129 | [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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 1224 3/PG 3
| [WGK Germany ]
3
| [F ]
19 | [Autoignition Temperature]
485 °C | [TSCA ]
TSCA listed | [HazardClass ]
3.1 | [PackingGroup ]
II | [HS Code ]
29147000 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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]
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 |
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