Methyl 2,3-dichloropropionate
Synonym(s):2,3-Dichloropropionic acid methyl ester;Methyl 2,3-dichloropropionate
- CAS NO.:3674-09-7
- Empirical Formula: C4H6Cl2O2
- Molecular Weight: 157
- MDL number: MFCD00000944
- EINECS: 222-940-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:07:02
What is Methyl 2,3-dichloropropionate?
Chemical properties
clear colorless to slightly yellow liquid
The Uses of Methyl 2,3-dichloropropionate
Methyl 2,3-dichloropropionate can be used to produce 2-chloro-acrylic acid methyl ester at Heating. It is used as pharmaceutical intermediate.
What are the applications of Application
Methyl 2,3-Dichloropropanoate is a useful reagent in preparation of oxidative fragmentation and coupling of catharanthine analogs to vindoline.
Synthesis
Preparation of Methyl 2,3-dichloropropanoate:
Methyl acrylate (2366 g, 27.5 mol) and dimethylformamide (DMF) (40 g, 0.55 mol) was placed in a 3-liter three necked flask fitted with a stirrer, thermometer, inlet tube and gas trap. Chlorine (950 g, 0.48 mol) was passed into the methyl acrylate rapidly over a period of ten hours while the temperature was kept below 40°C. Reaction progress was monitored by gas chromatography (GC). When it seemed that 50 percent of chlorine was consumed, the reaction was stopped. The reaction mass was taken for distillation to separate methylacrylate and Methyl 2,3-dichloropropanoate. The contents were subjected to vacuum distillation. Methyl 2,3-dichloropropanoate was collected distilling at 70°C with 15mm.Yield (%):77.2, Purity (%) = 98.
Properties of Methyl 2,3-dichloropropionate
Boiling point: | 52-55 °C/2 mmHg (lit.) |
Density | 1.325 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 145 °F |
storage temp. | Store below +30°C. |
solubility | Soluble in ether, acetone, ethanol. |
form | neat |
color | Colorless to Almost colorless |
BRN | 1701891 |
InChI | InChI=1S/C4H6Cl2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3 |
CAS DataBase Reference | 3674-09-7(CAS DataBase Reference) |
NIST Chemistry Reference | Propanoic acid, 2,3-dichloro-, methyl ester(3674-09-7) |
EPA Substance Registry System | Propanoic acid, 2,3-dichloro-, methyl ester (3674-09-7) |
Safety information for Methyl 2,3-dichloropropionate
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Health Hazard GHS08 |
GHS Hazard Statements |
H227:Flammable liquids H314:Skin corrosion/irritation H318:Serious eye damage/eye irritation H341:Germ cell mutagenicity |
Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention. P405:Store locked up. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..… |
Computed Descriptors for Methyl 2,3-dichloropropionate
InChIKey | OFHMODDLBXETIK-UHFFFAOYSA-N |
SMILES | C(OC)(=O)C(Cl)CCl |
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