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Cadaverine

Cadaverine
Skeletal formula of cadaverine
Ball and stick model of cadaverine
Names
Preferred IUPAC name
Pentane-1,5-diamine
Other names
1,5-Diaminopentane, pentamethylenediamine
Identifiers
3D model (JSmol)
1697256
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.006.664 Edit this at Wikidata
EC Number
  • 207-329-0
2310
KEGG
MeSH Cadaverine
RTECS number
  • SA0200000
UNII
UN number 2735
  • InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2 checkY
    Key: VHRGRCVQAFMJIZ-UHFFFAOYSA-N checkY
  • NCCCCCN
Properties
C5H14N2
Molar mass 102.181 g·mol−1
Appearance Colourless liquid
Odor Unpleasant
Density 873,0 g/l
Melting point 11.83[2] °C (53.29 °F; 284.98 K)
Boiling point 179.1 °C; 354.3 °F; 452.2 K
Soluble
Solubility in other solvents conventional organic solvents
log P −0.123
Acidity (pKa) 10.25, 9.13
1.458
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Flash point 62 °C (144 °F; 335 K)
Lethal dose or concentration (LD, LC):
2000 mg/kg (oral, rat)
Related compounds
Related alkanamines
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 ?)

Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as a diamine, it is a colorless liquid with an unpleasant odor.[3] It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Together with putrescine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors.

  1. ^ Thalladi, V.R.; Boese, R.; Weiss, H.-C. (2001). "CSD Entry: QATWEN : 1,5-Pentanediamine". Cambridge Structural Database: Access Structures. Cambridge Crystallographic Data Centre. doi:10.5517/cc4g861. Retrieved 2021-11-07.
  2. ^ Thalladi, V. R.; Boese, R.; Weiss, H. C. (2000). "The Melting Point Alternation in α,ω-Alkanediols and α,ω-Alkanediamines: Interplay between Hydrogen Bonding and Hydrophobic Interactions". Angew. Chem. Int. Ed. 39 (5): 918–922. doi:10.1002/(SICI)1521-3773(20000303)39:5<918::AID-ANIE918>3.0.CO;2-E. PMID 10760893.
  3. ^ Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2000). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. ISBN 3527306730.

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كادافيرين Arabic کاداورین AZB Кадаверин Bulgarian Cadaverina Catalan Kadaverin Czech 1,5-Diaminopentan German Kadavrino EO Cadaverina Spanish Kadaveriin ET کاداورین FA

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