Dichloromethane

"Di-clo" redirects here. For the anti-inflammatory drug trade named Diclo, see Diclofenac.
Dichloromethane
Names
Preferred IUPAC name
Dichloromethane
Other names
Methylene bichloride; Methylene chloride gas; Methylene dichloride; Solmethine; Narkotil; Solaesthin; Di-clo; Refrigerant-30; Freon-30; R-30; DCM; MDC
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.763 Edit this at Wikidata
EC Number
  • 200-838-9
KEGG
RTECS number
  • PA8050000
UNII
UN number 1593
  • InChI=1S/CH2Cl2/c2-1-3/h1H2 checkY
    Key: YMWUJEATGCHHMB-UHFFFAOYSA-N checkY
  • InChI=1/CH2Cl2/c2-1-3/h1H2
    Key: YMWUJEATGCHHMB-UHFFFAOYAG
  • ClCCl
Properties
CH2Cl2
Molar mass 84.93 g·mol−1
Appearance Colorless liquid
Odor Faint, chloroform-like[1]
Density 1.3266 g/cm3 (20 °C)[2]
Melting point −96.7 °C (−142.1 °F; 176.5 K)
Boiling point 39.6 °C (103.3 °F; 312.8 K)
decomposes at 720 °C[3]
39.75 °C (103.55 °F; 312.90 K)
at 760 mmHg[4]
25.6 g/L (15 °C)
17.5 g/L (25 °C)
15.8 g/L (30 °C)
5.2 g/L (60 °C)[3]
Solubility Miscible in ethyl acetate, alcohol, hexanes, benzene, CCl4, diethyl ether, CHCl3
log P 1.19[5]
Vapor pressure 0.13 kPa (−70.5 °C)
2 kPa (−40 °C)
19.3 kPa (0 °C)
57.3 kPa (25 °C)[6]
79.99 kPa (35 °C)[3]
3.25 L·atm/mol[4]
−46.6·10−6 cm3/mol
1.4244 (20 °C)[4][7]
Viscosity 0.43 cP (20 °C)[4]
0.413 cP (25 °C)
Structure
1.6 D
Thermochemistry
102.3 J/(mol·K)[6]
174.5 J/(mol·K)[6]
−124.3 kJ/mol[6]
-454.0 kJ/mol (from standard enthalpies of formation)[6]
Hazards
Occupational safety and health (OHS/OSH):
Eye hazards
 Irritant
GHS labelling:[7]
GHS07: Exclamation mark GHS08: Health hazard
Warning
H315, H319, H335, H336, H351, H373
P261, P281, P305+P351+P338
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point None, but can form flammable vapor-air mixtures above ≈100 °C[8]
556 °C (1,033 °F; 829 K)
Explosive limits 13%-23%[1]
Lethal dose or concentration (LD, LC):
1.25 g/kg (rats, oral)
2 g/kg (rabbits, oral)[3]
24,929 ppm (rat, 30 min)
14,400 ppm (mouse, 7 h)[10]
5000 ppm (guinea pig, 2 h)
10,000 ppm (rabbit, 7 h)
12,295 ppm (cat, 4.5 h)
14,108 ppm (dog, 7 h)[10]
NIOSH (US health exposure limits):
PEL (Permissible)
 25 ppm over 8 hours (time-weighted average), 125 ppm over 15 minutes (STEL)[1][9]
REL (Recommended)
 Ca[1]
IDLH (Immediate danger)
 Ca [2300 ppm][1]
Legal status
Supplementary data page
Dichloromethane (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Dichloromethane (DCM, methylene chloride, or methylene bichloride) is an organochlorine compound with the formula CH2Cl2. This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with water, it is slightly polar, and miscible with many organic solvents.[12]

  1. ^ a b c d e Cite error: The named reference PGCH was invoked but never defined (see the help page).
  2. ^ Haynes, William M., ed. (2011). CRC Handbook of Chemistry and Physics (92nd ed.). Boca Raton, FL: CRC Press. p. 3.164. ISBN 1-4398-5511-0.
  3. ^ a b c d Properties of Dichloromethane. chemister.ru
  4. ^ a b c d CID 6344 from PubChem
  5. ^ "Dichloromethane_msds".
  6. ^ a b c d e Methylene chloride in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-05-26)
  7. ^ a b Sigma-Aldrich Co., Dichloromethane. Retrieved on 2014-05-26.
  8. ^ "Real time measurement of dichloromethane containing mixtures" (PDF). Health & Safety Laboratory. Retrieved 5 August 2015.
  9. ^ Cite error: The named reference Hazard was invoked but never defined (see the help page).
  10. ^ a b "methylene chloride". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  11. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  12. ^ Rossberg, M. et al. (2006) "Chlorinated Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim. doi:10.1002/14356007.a06_233.pub2.