763-30-4

Basic information

• Product Name: 2-METHYL-1,4-PENTADIENE
• Synonyms: 2-methyl-4-pentadiene;2-methyl-penta-1,4-diene;4-METHYL-1,4-PENTADIENE;2-METHYL-1,4-PENTADIENE
• CAS NO: 763-30-4
• Molecular Formula: C₆H₁₀
• Molecular Weight: 82.14
• EINECS: 212-109-2
• Product Categories: Acyclic;Alkenes;Organic Building Blocks
• Mol File: 763-30-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: -94.9°C (estimate)
• Boiling Point: 56 °C(lit.)
• Flash Point: 28 °F
• Appearance: /
• Density: 0.692 g/mL at 25 °C(lit.)
• Vapor Pressure: 244mmHg at 25°C
• Refractive Index: n20/D 1.406(lit.)
• CAS DataBase Reference: 2-METHYL-1,4-PENTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1,4-PENTADIENE(763-30-4)
• EPA Substance Registry System: 2-METHYL-1,4-PENTADIENE(763-30-4)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33
• RIDADR: UN 2461 3/PG 2
• WGK Germany: 3
• RTECS: RZ2473500
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 763-30-4(Hazardous Substances Data)

Usage

General Description

2-Methyl-1,4-pentadiene, also known as isoprene, is a colorless liquid hydrocarbon compound with a molecular formula C6H10. It is commonly used in the production of synthetic rubbers and resins, as well as in the manufacturing of adhesives and coatings. Isoprene is also a naturally occurring compound and is emitted by vegetation, contributing to the formation of atmospheric aerosols and acting as a precursor to the formation of ozone and other secondary pollutants. It is flammable and has a mild odor, and is considered to be a volatile organic compound (VOC) that can contribute to air pollution when released into the atmosphere. Isoprene is an important chemical in various industrial processes and has both natural and anthropogenic sources, making it a compound of environmental and industrial significance.

InChI:InChI=1/C6H10/c1-4-5-6(2)3/h4H,1-2,5H2,3H3

Upstream product

• 4798-45-2 4-methyl-pent-1-en-3-ol 
• 624-97-5 2-methylpent-4-en-2-ol 
• 67845-37-8 acetic acid-(1,3-dimethyl-but-3-enyl ester) 
• 1826-67-1 vinyl magnesium bromide 
• 563-47-3 3-Chloro-2-methylpropene 
• 593-60-2 Vinyl bromide 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 16862-21-8 dimethyl-(2-methyl-pent-4-enyl)-amine 
• 34242-17-6 1,5-dimethyl-3-(4-methyl-penta-1,4-dienyl)-3-bora-bicyclo[3.3.1]non-6-ene 
• 115-11-7 isobutene 
• 74-86-2 acetylene 
• 929-12-4 5-Acetoxy-2-methyl-2-pentene 
• 10555-46-1 3-methylenecyclobutylmethyl bromide 
• 22600-85-7 (tetrahydro-5,5-dimethylfuran-3-yl)methanol 

Downstream Products

• 926-56-7 4-methyl-1,3-pentadiene 
• 1118-58-7 1,3-Dimethyl-1,3-butadien 
• 80698-49-3 1-((E)-2-Methyl-5-phenyl-pent-1-enyl)-piperidine 
• 2004-67-3 4-methyl-4-penten-2-ol 
• 76638-82-9 3,3,5-Trimethyl-[1,2]dioxolane 
• 1501-60-6 (Z)-2-methyl-1,3-pentadiene 
• 926-54-5 trans-2-methyl-1,3-pentadiene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 82123-64-6 1,1-dimethyl-3-butenylphenylphosphinic chloride 
• 64-18-6 formic acid 
• 144-62-7 oxalic acid 
• 64-19-7 acetic acid 
• 591-24-2 3-Methylcyclohexanone 
• 107-83-5 2-Methylpentane 

Relevant articles and documents

3-Methylenecyclobutyl, Cyclopent-3-enyl, and 3-Methylenecyclobutylmethyl Radicals; Absence of Homoallylic Conjugation

The 3-methylenecyclobutyl radical and the cyclopent-3-enyl radicals show such small e.s.r. hyperfine splittings from the δ- and γ-hydrogens respectively that homoallylic conjugation can be ruled out.Semiempirical SCF-MO calculations indicated that the through-space interaction of the p-orbital at Cα with the ?-orbitals is negligible because they are >2 Angstroem apart.The 3-methylenecyclobutylmethyl radical rearranges by β-scission to give the 2-allylallyl radicals.The Arrhenius parameters of the rearrangement were determined by kinetic e.s.r. spectroscopy and by study of the reduction of 3-methylenecyclobutylmethyl bromide with tri-n-butyltin hydride.The resonance stabilisation of the rearranged radical causes no significant lowering of the activation energy for β-scission.

Gas-Phase Pyrolysis Kinetics of 5-Acetoxy-2-methylpent-2-ene

The kinetics of the gas-phase pyrolysis of 5-acetoxy-2-methylpent-2-ene has been measured over the temperature range 330-380 deg C and pressure range 53-210 torr.The reaction, in a static system seasoned with allyl bromide, and in the presence of propene inhibitor, is homogeneous, obeys a first-order law, and is unimolecular.The rate constants are given by the Arrhenius equation log k(s-1) = (13.21+/-0.14)-(199.6+/-1.7)kJ mol-1(2.303RT)-1.The presence of the (CH3)2C=CH group at the β-carbon atom of ethyl acetate does not provide anchimeric assistence in the elimination of this ester.A simultaneous effect of both steric acceleration and the allylic weakening of the β hydrogen appears to cause a slight rate enhancement of the Z=(CH3)2C=CH group relative to Z=CH2=CH group in the pyrolysis of ZCH2CH2OAc.