Name | Ethyl oxalyl monochloride |
Synonyms | ETCOX ETHOXALYL CHLORIDE ETHYL OXALYL CHLORIDE 2-chloro-2-oxoacetate ETHYL CHLOROGLYOXALATE ethyl chlorooxoacetate ETHYL CHLOROGLYOXYLATE Ethyl oxalyl monochloride Monoethyl oxalyl chloride mono-Ethyl oxalyl chloride ethyl (chloroformyl)formate Ethyl chloroglyoxylate~Oxalic acid monoethyl ester chloride |
CAS | 4755-77-5 |
EINECS | 225-285-0 |
InChI | InChI=1/C4H5ClO3/c1-2-8-4(7)3(5)6/h2H2,1H3 |
InChIKey | OWZFULPEVHKEKS-UHFFFAOYSA-N |
Molecular Formula | C4H5ClO3 |
Molar Mass | 136.53 |
Density | 1.222 g/mL at 25 °C(lit.) |
Melting Point | 156-158 °C(Solv: ethanol (64-17-5)) |
Boling Point | 135 °C |
Flash Point | 41 °C |
Water Solubility | Slightly miscible with water. |
Vapor Presure | 7.19mmHg at 25°C |
Appearance | Liquid |
Specific Gravity | 1.222 |
Color | Clear |
BRN | 506725 |
Storage Condition | Inert atmosphere,2-8°C |
Sensitive | Moisture Sensitive |
Refractive Index | 1.416-1.418 |
Physical and Chemical Properties | flammable, reactive with water., harmful, non-inhalable, in contact with the skin or ingestion, and water reaction release toxic gases. Combustible, safe, away from fire, do not smoke, if exposed to the eyes, wash with plenty of water and see a doctor. Wear protective clothing, gloves and glasses or masks. If you feel unwell, please see your doctor immediately. Stored in a dry environment |
Use | For Organic synthesis |
Risk Codes | R34 - Causes burns R29 - Contact with water liberates toxic gas R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R14 - Reacts violently with water R10 - Flammable R37 - Irritating to the respiratory system R36 - Irritating to the eyes |
Safety Description | S8 - Keep container dry. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
UN IDs | 2920 |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29171990 |
Hazard Class | 8 |
Packing Group | II |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | monoethyl oxalyl chloride is a colorless and transparent liquid, volatile, deliquescent, with a boiling point of 135 ℃, and is used as a raw material for the synthesis of antibiotics, high-efficiency herbicides and organic chlorides. |
use | for organic synthesis |
production method | note! Operate in a fume hood. 1. Oxalic acid-ethyl vinegar-potassium 100 ml of water, 100 grams (1.02 mol) of potassium acetate and 143 grams (0.98 mol) of oxalic acid-ethyl vinegar are heated and stirred in a water bath until they are homogeneous, which takes about 4 hours. Evaporate to about 100 ml under vacuum, add 200 ml of ethanol and 600 ml of ether. Filter, collect oxalate monoethyl potassium. The filtrate is properly steamed and concentrated to obtain part of the potassium salt. The yield of oxalate-ethyl ester-potassium is 95-97%. 2. Ethyl oxalate-acid chloride 50g (0.32 mol) of the above-mentioned dried potassium salt is moistened with anhydrous ether, cooled in an ice bath, and 80g (0.67 mol) thiomethylphthalide chloride is added drop by drop. After the temperature rises to room temperature, it is heated and refluxed in a water bath for 15 hours. Filtration, washing and filtering with anhydrous diethyl ether, combining filtrate and washing solution, fractionation with a short fractionation column, collecting the fraction of Buddha point 125-138 ℃ as the product, with a yield of 60-70%. |