CIS-2-PENTENE

CIS-2-PENTENE Basic information
Product Name:CIS-2-PENTENE
Synonyms:cis-beta-n-amylene;cis-pent-2-ene;cis-Pentene;(Z)-pent-2-ene;cis-2-Pentene,98%;cis-β-Amylene;cis-β-n-Amylene;2-PENTENE(CIS)
CAS:627-20-3
MF:C5H10
MW:70.13
EINECS:210-988-7
Product Categories:Acyclic;Alkenes;Organic Building Blocks
Mol File:627-20-3.mol
CIS-2-PENTENE Structure
CIS-2-PENTENE Chemical Properties
Melting point -180 °C (lit.)
Boiling point 37-38 °C (lit.)
density 0.65 g/mL at 25 °C (lit.)
vapor pressure 8.17 psi ( 20 °C)
refractive index n20/D 1.382(lit.)
Fp −1 °F
storage temp. Flammables area
solubility Soluble in alcohol, benzene, and ether (Weast, 1986)
pka>14 (Schwarzenbach et al., 1993)
form Liquid
Specific Gravity0.650
color Clear colorless
Water Solubility 203 mg/kg at 25 °C (shake flask-GC, McAuliffe, 1966)
BRN 1718794
Henry's Law Constant0.225 at 25 °C (approximate - calculated from experimentally determined water solubility and vapor pressure values)
Stability:Stable. Highly flammable - note low flash point. Incompatible with oxidizing agents.
CAS DataBase Reference627-20-3(CAS DataBase Reference)
EPA Substance Registry Systemcis-2-Pentene (627-20-3)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-36/37/38-65
Safety Statements 9-16-26-29-33-36-62
RIDADR UN 3295 3/PG 1
WGK Germany 3
HazardClass 3.1
PackingGroup I
HS Code 29012990
Hazardous Substances Data627-20-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
CIS-2-PENTENE Usage And Synthesis
Chemical Propertiescolourless liquid
Physical propertiesClear, colorless, flammable liquid with a disagreeable odor.
UsesPolymerization inhibitor; organic synthesis.
Usescis-2-Pentene was used to study the adsorption of cis-2-pentene on clean and D2 preadsorbed Pd(111) surface.
General DescriptionA colorless liquid with a hydrocarbon odor. Usually found as a technical grade consisting of a mixture of isomers. Insoluble in water. Used as a solvent in organic synthesis and as a polymerization inhibitor.
Air & Water ReactionsHighly flammable. Insoluble in water.
Reactivity ProfileThe unsaturated aliphatic hydrocarbons, such as 2-PENTENE, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions.
SourceSchauer et al. (2001) measured organic compound emission rates for volatile organic compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds from the residential (fireplace) combustion of pine, oak, and eucalyptus. The gas-phase emission rate of cis-2-pentene was 10.4 mg/kg of pine burned. Emission rates of cis-2-pentene were not measured during the combustion of oak and eucalyptus.
California Phase II reformulated gasoline contained cis-2-pentene at a concentration of 2.29 g/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 0.44 and 42.3 mg/km, respectively (Schauer et al., 2002).
Environmental fatePhotolytic. The rate constant for the reaction of cis-2-pentene and OH radicals in the atmosphere at 300 K is 3.9 x 10-13 cm3/molecule?sec (Hendry and Kenley, 1979). Atkinson (1990) reported a rate constant of 6.50 x 10-11 cm3/molecule?sec for the same reaction.
Chemical/Physical. Complete combustion in air yields carbon dioxide and water.
Purification MethodsDry it with sodium wire and fractionally distil it, or purify it by azeotropic distillation with MeOH, followed by washing out the MeOH with water, drying and distilling. Also purify it by chromatography through silica gel and alumina [Klassen & Ross J Phys Chem 91 3668 1987]. [Beilstein 1 IV 814.]
CIS-2-PENTENE Preparation Products And Raw materials
Raw materials(1-chloroethyl)cyclopropane-->4-Hexenal-->2-PENTYNE-->TRANS-2-PENTENE-->ETHYLCYCLOPROPANE-->TRANS-1,3-PENTADIENE-->1-PENTYNE
Preparation Products4-Methylenenonane-->TRANS-1,3-PENTADIENE-->CIS-1,3-PENTADIENE
1,4,5,8,9,10-Hexahydroanthracene 4,4-Dimethyl-cis-2-pentene 4-Methyl-cis-2-pentene 1,2,3,4,5,6-HEXAMETHYLBICYCLO[2.2.0]HEXA-2,5-DIENE (-)-MYRTENOL 4-methyl-3-ethyl-cis-2-pentene METHYL JASMONATE 3-Methyl-cis-2-pentene 3,4-Dimethyl-cis-2-pentene 2-PENTENENITRILE 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopentadiene 2-CARENE cis-VERBENOL 3-CARENE (ALPHA,GAMMA-BISDIPHENYLENE-BETA-PHENYLALLYL), FREE RADICAL 1,2,3,4-TETRAPHENYL-1,3-CYCLOPENTADIENE Titanium diisopropoxide bis(acetylacetonate) 3,4,4-trimethyl-cis-2-pentene

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