o-Xylene

o-Xylene
Identifiers
95-47-6 YesY
ChEBI CHEBI:28063 YesY
ChEMBL ChEMBL45005 YesY
ChemSpider 6967 YesY
DrugBank DB03029 YesY
Jmol interactive 3D Image
KEGG C07212 YesY
RTECS number ZE2450000
UNII Z2474E14QP YesY
Properties
C8H10
Molar mass 106.17 g·mol−1
Appearance Colorless liquid
Density 0.88 g/ml
Melting point −24 °C (−11 °F; 249 K)
Boiling point 144.4 °C (291.9 °F; 417.5 K)
0.02% (20°C)[1]
Solubility in ethanol very soluble
Solubility in diethyl ether very soluble
Vapor pressure 7 mmHg (20°C)[1]
1.50545
Viscosity 1.1049 cP at 0 °C
0.8102 cP at 20 °C
Structure
0.64 D [2]
Hazards
Safety data sheet See: data page
External MSDS
Harmful (Xn) Flammable (F)
R-phrases R11 R20 R21 R38
S-phrases S25
NFPA 704
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline) Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
3
2
0
Flash point 32 °C (90 °F; 305 K)
463 °C (865 °F; 736 K)[3]
Explosive limits 0.9%-6.7%[1]
100 ppm[3] (TWA), 150 ppm[3] (STEL)
Lethal dose or concentration (LD, LC):
6125 ppm (rat, 12 hr)
6125 ppm (human, 12 hr)[4]
US health exposure limits (NIOSH):
TWA 100 ppm (435 mg/m3)[1]
TWA 100 ppm (435 mg/m3) ST 150 ppm (655 mg/m3)[1]
900 ppm[1]
Related compounds
m-xylene
p-xylene
toluene
Supplementary data page
Refractive index (n),
Dielectric constant (εr), etc.
Thermodynamic
data
 Phase behaviour
solid–liquid–gas
UV, IR, NMR, MS
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Infobox references

o-Xylene (ortho-xylene) is an aromatic hydrocarbon, based on benzene with two methyl substituents bonded to adjacent carbon atoms in the aromatic ring (the ortho configuration).

It is a constitutional isomer of m-xylene and p-xylene.

o-Xylene is largely used in the production of phthalic anhydride, and is generally extracted by distillation from a mixed xylene stream in a plant primarily designed for p-xylene production.

See also

References

  1. 1 2 3 4 5 6 "NIOSH Pocket Guide to Chemical Hazards #0668". National Institute for Occupational Safety and Health (NIOSH).
  2. ↑ Rudolph, H.D.; Walzer, K.; Krutzik, Irmhild (1973). "Microwave spectrum, barrier for methyl rotation, methyl conformation, and dipole moment of ortho-xylene". Journal of Molecular Spectroscopy 47 (2): 314. doi:10.1016/0022-2852(73)90016-7.
  3. 1 2 3 "o-Xylene". International Chemical Safety Cards. ICSC/NIOSH. July 1, 2014.
  4. ↑ "Xylene (o-, m-, p-isomers)". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH).
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