TRANS-1,3-PENTADIENE

TRANS-1,3-PENTADIENE Property

Melting point:

-87 °C (lit.)

Boiling point:

42 °C (lit.)

Density 

0.678 g/mL at 20 °C 0.683 g/mL at 25 °C (lit.)

vapor density 

2.4 (vs air)

vapor pressure 

6.56 psi ( 20 °C)

refractive index 

n20/D 1.433(lit.)

Flash point:

<−30 °F

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

0.6764

BRN 

1523659

Dielectric constant

2.3199999999999998

Stability:

Stable. Highly flammable. Readily forms explosive mixtures with air. Note low flash point. Incompatible with strong oxidizing agents.

CAS DataBase Reference

2004-70-8(CAS DataBase Reference)

EPA Substance Registry System

1,3-Pentadiene, (3E)- (2004-70-8)

Safety

Hazard Codes 

F,Xn

Risk Statements 

11-65-36/37/38

Safety Statements 

16-23-26-36-62

RIDADR 

UN 3295 3/PG 2

WGK Germany 

3

RTECS 

RZ2465000

HS Code 

2901.29.5000

HazardClass 

3.1

PackingGroup 

I

Hazardous Substances Data

2004-70-8(Hazardous Substances Data)

Toxicity

LD50 ivn-mus: 18 mg/kg CSLNX* NX#04179

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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.

P331Do NOT induce vomiting.

TRANS-1,3-PENTADIENE Chemical Properties,Usage,Production

Uses

1,3-Pentadiene (PD) is a major component of the C5 fraction, a byproduct of the ethylene industry, and also a key component in the cationic polymerization synthesis of aliphatic hydrocarbon petroleum resins. The application of homopolymers of PD is limited by their performance defects; therefore, copolymerization with other olefins has become a primary method for resin modification. For example, the copolymerization of PD with isobutylene and the copolymerization of PD with styrene (St) in dichloromethane have been studied. Trans-1,3-Pentadiene is the trans isomer of 1,3-Pentadiene.

Application

1,3-Pentadiene, including trans-1,3-pentadiene, can be used as a resin raw material for diene polymerization. Its polymers can be used as modifiers for rubber and synthetic resins, improving adhesion. It is also used as a curing agent for epoxy resins. Trans-1,3-pentadiene reacts with maleic anhydride to produce 3-methyltetrahydrophthalic anhydride, an excellent curing agent for resins. This curing agent is inexpensive and can improve the weather resistance and electrical insulation of resins, especially for manufacturing resins with good light transmittance. It is also a raw material for sulfones and a substitute for turpentine.

Definition

ChEBI: An alkadiene consisting of pentane with the two double bonds located at positions 1 and 3.

General Description

Trans-1,3-Pentadiene spectra is recorded in the 5000-17500 cm(-1) region with conventional and intracavity laser photoacoustic spectroscopy. It can be determined by the spectrophotometric method based on the Diels-Alder reaction. In this reaction, cisoid 1,3-dienes and tetracyanoethylene (TCNE) react with an aromatic-TCNE pi-complex.

Safety Profile

Poison by intravenous route. A very dangerous fire and explosion hazard when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Distil the diene from NaBH4. Purify it also by preparative gas chromatography. [Reimann et al. J Am Chem Soc 108 5527 1986, Beilstein 1 IV 994.]