Acetic acid,2,2-dichloro-, methyl ester

The Dichloroacetic acid methyl ester with CAS registry number of 116-54-1 is also known as Acetic acid,2,2-dichloro-, methyl ester. The IUPAC name is Methyl 2,2-dichloroacetate. It belongs to product categories of Pharmaceutical Intermediates; C2 to C5; Carbonyl Compounds; Esters; Alpha sort; H-MAlphabetic; M; META-METH; Pesticides & Metabolites; 500 Series Drinking Water Methods; EPA; Method 552. Its EINECS registry number is 204-146-8. In addition, the formula is C₃H₄Cl₂O₂ and the molecular weight is 142.97. What's more, this chemical is a clear colorless liquid and should be sealed in ventilated, dry place away from heat, fire and oxidants.

Physical properties about Dichloroacetic acid methyl ester are: (1)ACD/LogP: 0.99; (2)ACD/LogD (pH 5.5): 0.99; (3)ACD/LogD (pH 7.4): 0.99; (4)ACD/BCF (pH 5.5): 3.33; (5)ACD/BCF (pH 7.4): 3.33; (6)ACD/KOC (pH 5.5): 82.41; (7)ACD/KOC (pH 7.4): 82.41; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.436; (11)Molar Refractivity: 27.37 cm³; (12)Molar Volume: 104.6 cm³; (13)Surface Tension: 32.7 dyne/cm; (14)Density: 1.365 g/cm³; (15)Flash Point: 80 °C; (16)Enthalpy of Vaporization: 39.28 kJ/mol; (17)Boiling Point: 142.8 °C at 760 mmHg; (18)Vapour Pressure: 5.5 mmHg at 25 °C.

Preparation of Dichloroacetic acid methyl ester: it is prepared by esterification reaction of dichloroacetic acid and methanol. Firstly, dichloroacetic acid is added to reactor and heated to 120 °C. Then methanol is dropped to participate in the reaction. Secondly, crude product is dissolved in 10% sodium carbonate solution at room temperature and ester layer is washed with water. At last, the crude ester is vacuum distilled to collecting distillate at 65 °C (8.0 kPa) to obtain product. Equation is as follows:

Cl₂CHCOOH + CH₃OH → Cl₂CHCOOCH₃ + H₂O

Uses of Dichloroacetic acid methyl ester: it is used as intermediate for organic synthesis, pharmaceutical synthesis and even synthesis of dye. For example, it is used to produce 2,4-dichlordecansaeuremethylester by reaction with oct-1-ene. The reaction occurs with reagent iron filings and solvents dimethylformamide, 1,2-dichloro-ethane at the temperature of 100 °C for 24 hours. The yield is about 76%.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Though it is harmful by inhalation, there is limited evidence of a carcinogenic effect. During using it, wear suitable protective clothing, gloves and eye/face protection. Keep away from sources of ignition. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. SMILES: ClC(Cl)C(=O)OC
2. InChI: InChI=1/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3
3. InChIKey: HKMLRUAPIDAGIE-UHFFFAOYAG
4. Std. InChI: InChI=1S/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3
5. Std. InChIKey: HKMLRUAPIDAGIE-UHFFFAOYSA-N

The toxicity data is as follows: