171085-78-2

Basic information

• Product Name: 1,3-Butadien-1-one, 3-ethoxy-
• CAS NO: 171085-78-2
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Mol File: 171085-78-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,3-Butadien-1-one, 3-ethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Butadien-1-one, 3-ethoxy-(171085-78-2)
• EPA Substance Registry System: 1,3-Butadien-1-one, 3-ethoxy-(171085-78-2)

Safety Data

• Hazardous Substances Data: 171085-78-2(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Sharp, fruity

Flammability

Highly flammable

Uses

a. Production of pharmaceuticals
b. Fragrances
c. Chemical building block for synthesis of other compounds

Hazardous nature

Yes, should be handled and stored with caution

Health risks

a. Eye irritation
b. Skin irritation
c. Respiratory system irritation
d. Prolonged or high-level exposure can lead to severe health effects

Safety measures

Proper safety measures and protective equipment should be used when working with this chemical

Upstream product

• 4683-54-9 3-ethoxy-2-cyclobuten-1-one 
• 14369-81-4 ethyl 2,3-butadienoate 

Downstream Products

• 74-85-1 ethene 
• 14369-81-4 ethyl 2,3-butadienoate 
• 50888-73-8 butadiene monoxide 
• 691-45-2 acetylketene 
• 4683-54-9 3-ethoxy-2-cyclobuten-1-one 
• 74-99-7 prop-1-yne 

Relevant articles and documents

Retro-Ene Reactions in Acylallene Derivatives

Allenic esters and amides 4 undergo a retro-ene reaction to vinylketene (6) and an aldehyde or imine (5) under the conditions of flash vacuum thermolysis (FVT). The same products are obtained by FVT of cyclobutenones 7 via electrocyclic ring opening to alkoxy- or aminovinylketenes 3 and 1,3-rearrangement of ketenes 3 to allenes 4. All the intermediates and products were characterized by matrix isolation IR spectroscopy, and in the case of 4c the reaction was also monitored by online mass spectrometry. A lower temperature for the retro-ene reaction of 4c, eliminating an imine, than for 4a, eliminating formaldehyde, is in agreement with a lower calculated activation barrier (167 and 181 kJ mol-1, respectively, at the G2(MP2,SVP) level of theory). The allenic amide 11 undergoes an analogous retro-ene reaction to the (unobserved) vinylketene 13, the latter isomerizing to cyclohexenylacrolein 16 in a 1,5-H shift (calculated barrier 125 kJ mol-1; G2 (MP2, SVP)).