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D22606

Sigma-Aldrich

Cadaverine

95%

Synonym(s):

1,5-Diaminopentane, 1,5-Pentanediamine, Pentamethylenediamine

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About This Item

Linear Formula:
NH2(CH2)5NH2
CAS Number:
462-94-2
Molecular Weight:
102.18
Beilstein:
1697256
EC Number:
207-329-0
MDL number:
MFCD00008239
UNSPSC Code:
12352100
PubChem Substance ID:
24893671
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

178-180 °C (lit.)

mp

14-16 °C (lit.)

density

0.873 g/mL at 25 °C (lit.)

SMILES string

NCCCCCN

InChI

1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2

InChI key

VHRGRCVQAFMJIZ-UHFFFAOYSA-N

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Application

Cadaverine is a diamine that can be used in hetarylation with halopyridines (2-bromo, 2-iodo, and 3-iodo-pyridines) to synthesize N,N′-dipyridinyl diamine derivatives in the presence of CuI-2-isobutyrylcyclohexanone as a catalyst. It can also be used to synthesize a poly-imidazolium polymer with high thermal stability by reacting with acetic acid, pyruvaldehyde and formaldehyde by modified Debus-Radziszewski reaction.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Main-Chain Polyimidazolium Polymers by One-Pot Synthesis and Application as Nitrogen-Doped Carbon Precursors.
Grygiel K, et al.
Macromolecular Chemistry and Physics, 218(18), 1600586-1600586 (2017)
CuI-catalyzed hetarylation of natural di-and polyamines with halopyridines.
Panchenko SP, et al.
Russian Chemical Bulletin, 66(9), 1611-1617 (2017)
F Konikoff et al.
Liver, 10(3), 173-176 (1990-06-01)
Lithogenicity of human bile is dependent not only on cholesterol saturation, but also on the presence of nucleating and antinucleating factors. Most of the research in this field is directed toward biliary proteins, particularly glycoproteins. In the present study we
S Goldberg et al.
Journal of dental research, 73(6), 1168-1172 (1994-06-01)
Whereas previous studies have shown correlations between volatile sulphur compounds (VSC) and bad breath levels, it is probable that other compounds found in the oral cavity may contribute to oral malodor. In the present investigation, the possibility that diamines (cadaverine
S Kubota et al.
Cancer research, 43(5), 2363-2367 (1983-05-01)
We developed a new simple enzymatic assay method for measuring urinary polyamines (total amount of putrescine, spermidine, and cadaverine), using an acylpolyamine amidohydrolase and a putrescine oxidase. First conjugated polyamines (putrescine, spermidine, and cadaverine) in urine were hydrolyzed by incubation
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