Structural Formula Vector Image
Title: Cadaverine
CAS Registry Number: 462-94-2
CAS Name: 1,5-Pentanediamine
Additional Names: pentamethylenediamine; animal coniine
Molecular Formula: C5H14N2
Molecular Weight: 102.18
Percent Composition: C 58.77%, H 13.81%, N 27.42%
Line Formula: NH2(CH2)5NH2
Literature References: Biogenic polyamine and homolog of putrescine, q.v., produced by decarboxylation of lysine. Found in cholera discharge. Isoln: Bocklisch, Ber. 18, 1922 (1885); Ackermann, Z. Physiol. Chem. 54, 16 (1907). Prepn: Ladenburg, Ber. 18, 2956 (1885). GC determn in foods: W. F. Staruszkiewicz, J. F. Bond, J. Assoc. Off. Anal. Chem. 64, 584 (1981). Metabolism study of 14C-cadaverine in rat brain: S. K. Salzman, M. Stepita-Klauco, J. Neurochem. 37, 1308 (1981). Biosynthetic study in S. ruminantium: Y. Kamio et al., J. Biol. Chem. 257, 3326 (1982).
Properties: Colorless, syrupy liquid; characteristic odor. Strong base, fumes and attracts CO2 on exposure to air. pKa1 10.25; pKa2 9.13. Poisonous! d425 0.873. mp 9°. bp 178-180°. nD20 1.463. Sol in water, alcohol; slightly sol in ether. Keep well closed.
Melting point: mp 9°
Boiling point: bp 178-180°
pKa: pKa1 10.25; pKa2 9.13
Index of refraction: nD20 1.463
Density: d425 0.873
Derivative Type: Dihydrochloride
Molecular Formula: C5H14N2.2HCl
Molecular Weight: 175.10
Percent Composition: C 34.30%, H 9.21%, N 16.00%, Cl 40.49%
Properties: Needles from water, mp 225-230°. Sol in water. Practically insol in abs alc.
Melting point: mp 225-230°
CAUTION: Skin irritant and possible sensitizer.

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