|
|
| | Ethyl 2-chloroacetoacetate Basic information |
| | Ethyl 2-chloroacetoacetate Chemical Properties |
| Melting point | -80 °C | | Boiling point | 107 °C/14 mmHg (lit.) | | density | 1.19 g/mL at 25 °C (lit.) | | vapor pressure | 49.4-100Pa at 20℃ | | refractive index | n20/D 1.441(lit.) | | Fp | 122 °F | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Sparingly), Ethyl Acetate (Slightly) | | pka | 7.92±0.46(Predicted) | | form | Liquid | | color | Clear yellow | | Water Solubility | 17 g/L (20 ºC) | | BRN | 774278 | | InChI | 1S/C6H9ClO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3 | | InChIKey | RDULEYWUGKOCMR-UHFFFAOYSA-N | | SMILES | CCOC(=O)C(Cl)C(C)=O | | LogP | 1.2 at 20℃ and pH1-7 | | Surface tension | 69.4mN/m at 1g/L and 20℃ | | CAS DataBase Reference | 609-15-4(CAS DataBase Reference) | | NIST Chemistry Reference | Butanoic acid, 2-chloro-3-oxo-, ethyl ester(609-15-4) | | EPA Substance Registry System | Ethyl 2-chloroacetoacetate (609-15-4) |
| Hazard Codes | C,Xn,F | | Risk Statements | 10-22-34-52/53-36/37/38-36 | | Safety Statements | 16-26-36/37/39-45-61-37/39 | | RIDADR | UN 2920 8/PG 2 | | WGK Germany | 2 | | F | 19 | | Hazard Note | Corrosive | | TSCA | TSCA listed | | HazardClass | 3.2 | | PackingGroup | III | | HS Code | 29183000 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Acute 1
Eye Dam. 1
Skin Corr. 1A
STOT SE 3 |
| | Ethyl 2-chloroacetoacetate Usage And Synthesis |
| Chemical Properties | clear bright yellow liquid | | Uses | Ethyl 2-chloroacetoacetate was used to study reductive dechlorination of β-keto ester ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae. | | Biochem/physiol Actions | Ethyl 2-chloroacetoacetate reacts with thiosemicarbazones to form heterocyclic substituted thiophene derivatives having non-steroidal anti-inflammatory activity. | | Synthesis | Using ethyl acetoacetate and thionyl chloride as raw materials, the condensation reaction is carried out in the presence of a solvent. The dosage ratio of ethyl acetoacetate, thionyl chloride, and solvent is 1:1.37~2.75:2.31~4.62 by mass, the temperature of the condensation reaction is 75~95°C, and the reaction time is 5.5-9h. After stopping the reaction, evaporate most of the solvent and unreacted thionyl chloride under normal pressure, and then distill the remaining organic phase under reduced pressure to collect the 107-108°C/1.87kPa fraction to obtain Ethyl 2-chloroacetoacetate Products. The solvents used were n-heptane or, dichloroethane or toluene.
|
| | Ethyl 2-chloroacetoacetate Preparation Products And Raw materials |
| Raw materials | Magnesium sulfate-->Ethyl acetoacetate-->Sulfuryl chloride-->2-CHLORO-3-OXO-BUTYRONITRILE-->Butanoic acid, 2-chloro-3-oxo--->Tosyl chloride-->Acetyl ketene-->Ethyl chloroacetate | | Preparation Products | 4-METHYL-1,3-OXAZOLE-5-CARBOXYLIC ACID-->4-METHYLOXAZOLE-5-CARBONYL CHLORIDE-->TERT-BUTYL 4-(5-FORMYL-4-METHYL-1,3-THIAZOL-2-YL)PIPERIDINE-1-CARBOXYLATE-->2,4-Dimethylthiazole-5-carboxylic acid-->3,5-DIMETHYL-3H-IMIDAZOLE-4-CARBOXYLIC ACID ETHYL ESTER-->ETHYL 2-CHLORO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE-->4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]-1,3-THIAZOLE-5-CARBALDEHYDE-->4-METHYL-2-PHENYL-1,3-THIAZOLE-5-CARBONYL CHLORIDE-->4-METHYL-2-PHENYL-1,3-THIAZOLE-5-CARBOXYLIC ACID-->Ethyl 2-amino-4-methylthiazole-5-carboxylate-->ETHYL 4-METHYL-2-PHENYL-1,3-THIAZOLE-5-CARBOXYLATE-->Methyl 2-chloroacetoacetate-->ethyl 2,4-dichloro-3-oxobutyrate-->Oxiracetam-->2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER |
|