Dodecane

Dodecane
Skeletal formula of dodecane
Skeletal formula of dodecane with all implicit carbons shown, and all explicit hydrogens added
Ball and stick model of dodecane
Names
Preferred IUPAC name
Dodecane[1]
Identifiers
  • 112-40-3 checkY
3D model (JSmol)
  • Interactive image
1697175
ChEBI
  • CHEBI:28817 checkY
ChEMBL
  • ChEMBL30959 checkY
ChemSpider
  • 7890 checkY
DrugBank
  • DB02771 checkY
ECHA InfoCard100.003.607
EC Number
  • 203-967-9
201408
KEGG
  • C08374 checkY
MeSHn-dodecane
  • 8182
RTECS number
  • JR2125000
UNII
  • 11A386X1QH checkY
  • DTXSID0026913
  • InChI=1S/C12H26/c1-3-5-7-9-11-12-10-8-6-4-2/h3-12H2,1-2H3 checkY
    Key: SNRUBQQJIBEYMU-UHFFFAOYSA-N checkY
  • CCCCCCCCCCCC
Properties
C12H26
Molar mass170.340 g·mol−1
AppearanceColorless liquid
OdorGasoline-like to odorless
Density0.7495 g mL−1 at 20 °C[2]
Melting point−10.0 to −9.3 °C; 14.1 to 15.2 °F; 263.2 to 263.8 K
Boiling point214 to 218 °C; 417 to 424 °F; 487 to 491 K
log P6.821
Vapor pressure18 Pa (at 25 °C)[3]
1.4 nmol Pa−1 kg−1
1.421
Viscosity1.34 mPa s
Thermochemistry
376.00 J K−1 mol−1
490.66 J K−1 mol−1
−353.5–−350.7 kJ mol−1
−7901.74 kJ mol−1
Hazards
GHS labelling:
GHS08: Health hazard
Danger
H304
P301+P310, P331
NFPA 704 (fire diamond)
Flash point71 °C (160 °F; 344 K)
205 °C (401 °F; 478 K)
Explosive limits0.6%
Safety data sheet (SDS)hazard.com
Related compounds
Related alkanes
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 ?)

Dodecane (also known as dihexyl, bihexyl, adakane 12, or duodecane) is an oily liquid n-alkane hydrocarbon with the chemical formula C12H26 (which has 355 isomers).

It is used as a solvent, distillation chaser, and scintillator component. It is used as a diluent for tributyl phosphate (TBP) in nuclear reprocessing plants.[4]

Combustion reaction

The combustion reaction of dodecane is as follows:

C12H26(l) + 18.5 O2(g) → 12 CO2(g) + 13 H2O(g)
ΔH° = −7513 kJ

One litre of fuel needs about 15 kg of air to burn (2.6 kg of oxygen), and generates 2.3 kg (or 1.2 m3) of CO2 upon complete combustion.

Jet fuel surrogate

In recent years, n-dodecane has garnered attention as a possible surrogate for kerosene-based fuels such as Jet-A, S-8, and other conventional aviation fuels. It is considered a second-generation fuel surrogate designed to emulate the laminar flame speed, largely supplanting n-decane, primarily due to its higher molecular mass and lower hydrogen-to-carbon ratio which better reflect the n-alkane content of jet fuels.

See also

References

  1. ^ "n-dodecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 4 January 2012.
  2. ^ "Dodecane".
  3. ^ "Dodecane".
  4. ^ Rydberg, Jan (2004). Solvent Extraction Principles and Practice. Marcel Dekker. p. 524. ISBN 0-8247-5063-2.
  • Caudwell, D.R.; Trusler, J.P.M.; Vesovic, V.; Wakeham, W.A. (2003-06-16). "The Viscosity and Density of n-Dodecane and n-Octadecane at Pressures up to 200 mPa and Temperatures up to 473 K" (PDF). NIST. Archived from the original (PDF) on 2006-10-09. Retrieved 2007-10-09.
  • Material Safety Data Sheet for Dodecane
  • Dodecane, Dr. Duke's Phytochemical and Ethnobotanical Databases
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