25125-85-3

Basic information

• Product Name: 2-Butene, 2-methoxy-, (Z)-
• Synonyms: [Z]-2-methoxy-2-butene;(E)-2-methoxybut-2-ene;(Z)-2-Methoxy-2-buten;(Z)-2-methoxybut-2-ene;(Z)-2-Methoxy-2-butene
• CAS NO: 25125-85-3
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Mol File: 25125-85-3.mol

Chemical Properties

• Boiling Point: 67.0±9.0 °C(Predicted)
• Density: 0.777±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Butene, 2-methoxy-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butene, 2-methoxy-, (Z)-(25125-85-3)
• EPA Substance Registry System: 2-Butene, 2-methoxy-, (Z)-(25125-85-3)

Safety Data

• Hazardous Substances Data: 25125-85-3(Hazardous Substances Data)

Upstream product

• 16519-37-2 (1-methylcyclopropyl)(methyl) ether 
• 593-53-3 Methyl fluoride 
• 925669-95-0 2,3-cis-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 

Relevant articles and documents

Eliminative ring opening of oxiranium ions in the gas phase

An unprecedented reaction governed by stereoelectronic factors: Eliminative ring opening of epoxides, unknown in acidic Solution owing to the predominance of the competing nucleophilic displacement, can be made accessible in the gas phase. The kinetic evidence, supported by a comprehensive theoretical study on a model system, points to a concerted elimination mechanism in which stereochemistry is controlled by stereoelectronic and conformational factors (in the scheme, the E isomer is formed more readily than the Z isomer; k(E) > k(Z)).

Kinetics of the Gas-phase Thermal Decompositions of 1-Methoxy-1-methylcyclopropane and cis- and trans-1-Methoxy-2-methylcyclopropane

In the temperature range 665-737 K the thermal decomposition of 1-methoxy-1-methylcyclopropane follows first-order kinetics with a rate constant given by the equation k/s-1 = 1014.76 +/- 0.81 exp(-252 +/- 10 kJ mol-1/RT).The presence of the 1-methyl substituent destablises the transition state for reaction.Secondary decomposition of the initially formed isomeric products precludes the determination of their individual rates of formation.Cis- and trans-1-methoxy-2-methylcyclopropane undergo first-order, reversible, geometric isomerisation in competition with structural isomerisation to give cis- and trans-1-methoxybut-1-ene and 1-methoxy-2-methylpropene in the temperature range 597-689 K: kcis -> trans/s-1 = 1015.25 +/- 0.23 exp(-235.4 +/- 2.8 kJ mol-1/RT), ktrans -> cis/s-1 = 1014.99 +/- 0.80 exp(-233.7 +/- 9.9 kJ mol-1/RT), kcis -> cis-1-methoxybut-1-ene/s-1 = 1013.79 +/- 0.29 exp(-233.1 +/- 3.6 kJ mol-1/RT), kcis -> trans-1-methoxybut-1-ene/s-1 = 1013.29 +/- 0.66 exp(-234.4 +/- 8.1 kJ mol-1/RT), kcis -> 1-methoxy-2-methylpropene/s-1 = 1012.4 +/- 1.0 exp(-225 +/- 12 kJ mol-1/RT), ktrans -> cis-1-methoxybut-1-ene/s-1 = 1014.05 +/- 0.62 exp(-243.7 +/- 7.8 kJ mol-1/RT), ktrans -> trans-1-methoxybut-1-ene/s-1 = 1013.0 +/- 0.9 exp(-233 +/- 11kJ mol-1/RT), ktrans -> 1-methoxy-2-methylpropane/s-1 = 1013.5 +/- 1.0 exp(-235 +/- 13 kJ mol-1/RT).On the basis of a biradical mechanism the results provide evidence for the formation of distinguishable biradicals on opening the cis- and trans-1-methoxy-2-methylcyclopropane ring.Estimates are made of the relative rates of ring closing, internal rotation and hydrogen-atom transfer of the biradicals.