Ethyl 2-chloroacetoacetate CAS 609-15-4
Introduction：Basic information about Ethyl 2-chloroacetoacetate CAS 609-15-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Ethyl 2-chloroacetoacetate Basic information
| Product Name: | Ethyl 2-chloroacetoacetate |
| Synonyms: | 2-chloro-3-oxo-butanoicaciethylester;2-Chloro-3-oxobutyric acid ethyl ester;Acetoacetic acid, 2-chloro-, ethyl ester;Ethyl 2-chloracetoacetate;Ethyl 2-chloro-3-oxobutanoate;Oxiracetam Impurity 12;ETHYL 2-CHLOROACETOACETATE;ETHYL ALPHA-CHLOROACETOACETATE |
| CAS: | 609-15-4 |
| MF: | C6H9ClO3 |
| MW: | 164.59 |
| EINECS: | 210-180-4 |
| Product Categories: | Organic synthesis;Aliphatics;Pharmaceutical Intermediates;C6 to C7;Carbonyl Compounds;Esters;Drug Intermediates;bc0001 |
| Mol File: | 609-15-4.mol |
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 | n |
| 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) |
Safety Information
| 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 |
| 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 |
