1,5-Diaminopentane Property

Melting point:

9 °C

Boiling point:

178-180 °C(lit.)

Density 

0.873 g/mL at 25 °C(lit.)

vapor pressure 

1.29-17hPa at 20-25℃

refractive index 

n20/D 1.458(lit.)

Flash point:

145 °F

solubility 

1 M HCl: soluble0.5g/10 mL, clear, colorless

form 

Liquid

pka

10.05(at 25℃)

color 

Clear colorless to yellow

Odor

characteristic odor

Water Solubility 

soluble

Sensitive 

Air Sensitive & Hygroscopic

Merck 

14,1609

BRN 

1697256

Stability:

Stable. Incompatible with acid chlorides, acids, acid anhydrides, strong oxidizing agents, carbon dioxide.

InChIKey

VHRGRCVQAFMJIZ-UHFFFAOYSA-N

LogP

-0.3--0.15 at 21℃

CAS DataBase Reference

462-94-2(CAS DataBase Reference)

NIST Chemistry Reference

1,5-Diaminopentane(462-94-2)

EPA Substance Registry System

Cadaverine (462-94-2)

Safety

Hazard Codes 

C

Risk Statements 

34-36/37

Safety Statements 

26-36/37/39-45-25-27

RIDADR 

UN 2735 8/PG 3

WGK Germany 

3

RTECS 

SA0200000

F 

10

HazardClass 

8

PackingGroup 

III

HS Code 

29212900

Hazardous Substances Data

462-94-2(Hazardous Substances Data)

Toxicity

dni-mus:ast 10 mmol/L AMOKAG 33,149,79

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

1,5-Diaminopentane Chemical Properties,Usage,Production

Chemical Properties

colourless to light yellow liquid with a very unpleasant smell

Uses

1,5-Diaminopentane is mainly used in organic synthesis.

Uses

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.

Production Methods

1,5-Diaminopentane can be prepared by methods similar to those described for 1,4-diaminobutane. The starting materials are 1,5-dichloropentane (obtainable from tetrahydropyran), glutarodinitrile, or glutaraldehyde. The compound is hygroscopic and has a very bad odor.

Definition

ChEBI: An alkane-alpha,omega-diamine comprising a straight-chain pentane core with amino substitutents at positions 1 and 5. A colourless syrupy liquid diamine with a distinctive unpleasant odour, it is a homologue of putresceine and is formed by the bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. It is also found in plants such as soyabean.

General Description

Cadaverine, a biogenic amine, belongs to the class of aliphatic diamines and is commonly found in food products including cheese, fish products, fermented sausages, fish sauces, etc. It can be used as a freshness marker and as an indicator of microbial spoilage since it is most commonly identified in food products as a result of inappropriate storage conditions and microbial contamination.

Flammability and Explosibility

Not classified

Safety Profile

Poison by intravenous, rectal, and subcutaneous routes. Moderately toxic by skin contact. An irritant, sensitizer, and allergen. Mutagenic data. When heated to decomposition it emits highly toxic fumes of NOx.

Purification Methods

Purify the base by distillation, after standing over KOH pellets (at room temperature, i.e. liquid form). Its dihydrochloride has m 275o (sublimes in a vacuum), and its tetraphenyl boronate has m 164o. [Schwarzenbach et al. Helv Chim Acta 35 2333 1952, Beilstein 4 IV 1310.]