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Methylene dichloride(MDC)
Basic Information of Dichloromethane:
Dichloromethane (CAS NO.75-09-2) is a colorless liquid with a sweet, penetrating-like ether. If exposed to high temperatures , it may emit toxic chloride fumes. Vapors are narcotic in high concentrations. Used as a solvent and paint remover. It is somewhat soluble in water, subjected to slow hydrolysis which is accelerated by light. It has some kinds of uses. Solvent is the most important use of methylene chloride. Dichloromethane with the dissolving ability, low boiling point and relatively low toxicity, so it has be made as the highest frequency use in organic synthesis. It can be used as extraction solvent, mainly as the extraction of caffeine in coffee beans, besides it can be used as hops, spices oil-resin extraction solvents, pigment thinner, organic synthesis. As a solvent for resins and plastics industry is widely used in pharmaceutical, plastics and film industries.
Physical properties about Dichloromethane are:
(1)ACD/LogP: 1.405; (2)ACD/LogD (pH 5.5): 1.41; (3)ACD/LogD (pH 7.4): 1.41; (4)ACD/BCF (pH 5.5): 6.88; (5)ACD/BCF (pH 7.4): 6.88; (6)ACD/KOC (pH 5.5): 138.38; (7)ACD/KOC (pH 7.4): 138.38; (8)Index of Refraction: 1.398; (9)Molar Refractivity: 16.38 cm3; (10)Molar Volume: 67.812 cm3; (11)Polarizability: 6.494 10-24cm3; (12)Surface Tension: 23.1989994049072 dyne/cm; (13)Density: 1.252 g/cm3; (14)Flash Point: -14.127 °C; (15)Enthalpy of Vaporization: 28.06 kJ/mol; (16)Boiling Point: 39.639 °C at 760 mmHg; (17)Vapour Pressure: 448.006011962891 mmHg at 25°C
Preparation of Dichloromethane:
Dichloromethane is produced by treating either methyl chloride or methane with chlorine gas at 400–500 °C. At these temperatures, both methane and methyl chloride undergo a series of reactions producing progressively more chlorinated products.
CH4 + Cl2 → CH3Cl + HCl
CH3Cl + Cl2 → CH2Cl2 + HCl
CH2Cl2 + Cl2 → CHCl3 + HCl
CHCl3 + Cl2 → CCl4 + HCl
The output of these processes is a mixture of methyl chloride, dichloromethane, chloroform, and carbon tetrachloride. These compounds are separated by distillation.
Uses of Dichloromethane:
DCM's volatility and ability to dissolve a wide range of organic compounds makes it a useful solvent for many chemical processes. Concerns about its health effects have led to a search for alternatives in many of these applications. It is widely used as a paint stripper and a degreaser. In the food industry, it has been used to decaffeinate coffee and tea as well as to prepare extracts of hops and other flavorings.[2] Its volatility has led to its use as an aerosol spray propellant and as a blowing agent for polyurethane foams.
You can still convert the following datas into molecular structure:
(1)InChI=1S/CH2Cl2/c2-1-3/h1H2;
(2)InChIKey=YMWUJEATGCHHMB-UHFFFAOYSA-N;
(3)Smiles=C(Cl)Cl;
The toxicity data of Dichloromethane is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 1329ug/kg/31D (1.329mg/kg) | LIVER: LIVER FUNCTION TESTS IMPAIRED |
American Journal of Gastroenterology. Vol. 83, Pg. 576, 1988. |
man | TDLo | oral | 21mg/kg/26W-I (21mg/kg) | PERIPHERAL NERVE AND SENSATION: FASCICULATIONS | Postgraduate Medical Journal. Vol. 63, Pg. 311, 1987. |
mouse | LD50 | intraperitoneal | 13300mg/kg (13300mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 811, 1980. | |
mouse | LD50 | intravenous | > 18mg/kg (18mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 811, 1980. | |
mouse | LD50 | oral | 2gm/kg (2000mg/kg) | Polish Journal of Pharmacology and Pharmacy. Vol. 35, Pg. 77, 1983. | |
mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 235, 1982. | |
rat | LD50 | intraperitoneal | 14200mg/kg (14200mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 811, 1980. | |
rat | LD50 | oral | > 15gm/kg (15000mg/kg) | Drugs in Japan Vol. 6, Pg. 235, 1982. | |
rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 235, 1982. |