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Hexane

From Wikipedia, the free encyclopedia

Hexane
Hexane

3D structure of a hexane molecule

General
Other names n-Hexane
Molecular formula C6H14
SMILES CCCCCC
Molar mass 86.18 g/mol
Appearance colorless liquid
CAS number [110-54-3]
Properties
Density and phase 0.6548 g/ml, liquid
Solubility in water immiscible
Melting point −95 °C (178 K)
Boiling point 69 °C (342 K)
Viscosity 0.294 cP at 25 °C
Hazards
MSDS External MSDS
EU classification Flammable (F)
Harmful (Xn)
Repr. Cat. 3
Dangerous for
the environment (N)
NFPA 704

3
1
0
 
R-phrases R11, R38, R48/20, R62,
R65, R67, R51/53
S-phrases S2, S9, S16, S29, S33,
S36/37, S61, S62
Flash point −23.3 °C
Autoignition temperature 233.9 °C
Explosive limits 1.2–7.7%
RTECS number MN9275000
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related alkanes Pentane
Hexanes
Heptane
Related compounds Cyclohexane
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Hexane is an alkane hydrocarbon with the chemical formula CH3(CH2)4CH3. The "hex" prefix refers to its six carbons, while the "ane" ending indicates that its carbons are connected by single bonds. Hexane isomers are largely unreactive, and are frequently used as an inert solvent in organic reactions because they are very non-polar. They are also common constituents of gasoline. Hexane has five isomers:

  • Hexane
  • 2-Methylpentane (Isohexane)
  • 3-Methylpentane
  • 2,3-Dimethylbutane
  • 2,2-Dimethylbutane

Contents

[edit] Production

Hexane is produced by the refining of crude oil. The exact composition of the fraction depends largely on the source of the oil (crude or reformed) and the constraints of the refining. The industrial product (usually around 50% by weight of the straight-chain isomer) is the fraction boiling at 65–70 °C.

[edit] Toxicity

The acute toxicity of hexane is relatively low, although it is a mild anesthetic. Inhalation of high concentrations produces first a state of mild euphoria, followed by somnolence with headaches and nausea.

Chronic intoxication from hexane has been observed in recreational solvent abusers and in workers in the shoe manufacture, furniture restoration and automobile construction. The initial symptoms are tingling and cramps in the arms and legs, followed by general muscular weakness. In severe cases, atrophy of the skeletal muscles is observed, along with a loss of coordination and problems of vision.

Similar symptoms are observed in animal models. They are associated with a degeneration of the peripheral nervous system (and eventually the central nervous system), starting with the distal portions of the longer and wider nerve axons. The toxicity is not due to hexane itself but to one of its metabolites, hexane-2,5-dione. It is believed that this reacts with the amino group of the side chain of lysine residues in proteins, causing cross-linking and a loss of protein function.

The effects of hexane poisoning in humans are not permanent, and usually disappear gradually over one to three years after the end of exposure.

[edit] See also

[edit] Reference

  • Institut national de recherche et de sécurité. (2005). "Hexane". Fiche toxicologique n° 113, 8pp. (in French)

[edit] External links


 

Alkanes

Methane
CH4

|
 

Ethane
C2H6

|
 

Propane
C3H8

|
 

Butane
C4H10

|
 

Pentane
C5H12

|
 

Hexane
C6H14

Heptane
C7H16

|
 

Octane
C8H18

|
 

Nonane
C9H20

|
 

Decane
C10H22

|
 

Undecane
C11H24

|
 

Dodecane
C12H26

 

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