Cadaverine

Cadaverine
	Skeletal formula
	Ball-and-stick model
Names
	Preferred IUPAC name Pentane-1,5-diamine
	Other names 1,5-Diaminopentane, pentamethylenediamine
Identifiers
CAS Number	462-94-2 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1697256
ChEBI	CHEBI:18127 ;
ChEMBL	ChEMBL119296 ;
ChemSpider	13866593 ;
DrugBank	DB03854 ;
ECHA InfoCard	100.006.664
EC Number	207-329-0;
Gmelin Reference	2310
KEGG	C01672 ;
MeSH	Cadaverine
PubChem CID	273;
RTECS number	SA0200000;
UNII	L90BEN6OLL ;
UN number	2735
CompTox Dashboard (EPA)	DTXSID5075448 ;
	InChI InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2 Key: VHRGRCVQAFMJIZ-UHFFFAOYSA-N ;
	SMILES NCCCCCN;
Properties
Chemical formula	C5H14N2
Molar mass	102.181 g·mol−1
Appearance	Colourless liquid
Odor	very unpleasant; putrid
Density	873,0 g/l
Melting point	11.83 °C (53.29 °F; 284.98 K)
Boiling point	179.1 °C; 354.3 °F; 452.2 K
Solubility in water	Soluble
Solubility in other solvents	conventional organic solvents
log P	−0.123
Acidity (pKa)	10.25, 9.13
Refractive index (nD)	1.458
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314
Precautionary statements	P280, P305+P351+P338, P310
NFPA 704 (fire diamond)	3 2 0
Flash point	62 °C (144 °F; 335 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	2000 mg/kg (oral, rat)
Related compounds
Related alkanamines	n-Butylamine; Putrescine; Pentylamine; Hexamethylenediamine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

^ 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.
^ 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.
^ 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.

[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.

[Ull-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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