18445-71-1

Basic information

• Product Name: penitricin B
• Synonyms: penitricin B;(E)-4-Hydroxy-2-butenal
• CAS NO: 18445-71-1
• Molecular Formula: C₄H₆O₂
• Molecular Weight: 0
• Mol File: 18445-71-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 238.5°Cat760mmHg
• Flash Point: 97.4°C
• Appearance: /
• Density: 1.037g/cm³
• Vapor Pressure: 0.00748mmHg at 25°C
• Refractive Index: 1.451
• CAS DataBase Reference: penitricin B(CAS DataBase Reference)
• NIST Chemistry Reference: penitricin B(18445-71-1)
• EPA Substance Registry System: penitricin B(18445-71-1)

Safety Data

• Hazardous Substances Data: 18445-71-1(Hazardous Substances Data)

Usage

Uses

(2E)-4-Hydroxy-2-butenal has been used as a reactant for organic reactions such as Henry reaction, [4+2] annulation (Robinson annulation) and asymmetric Michael addition.

InChI:InChI=1/C4H6O2/c5-3-1-2-4-6/h1-3,6H,4H2/b2-1+

Upstream product

• 1708-29-8 2,5-dihydrofuran 
• 152522-71-9 trans-4,4-dimethoxy-2-butenol 
• 23147-58-2 glycolaldehyde dimer 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 

Downstream Products

• 1072925-39-3 C₁₂H₁₄O₂ 
• 1072925-40-6 C₁₃H₁₆O₃ 
• 128372-49-6 4-(4-Methoxy-phenyl)-tetrahydro-furan-2-ol 
• 1072925-55-3 4-(4-dimethylaminophenyl)-tetrahydrofuran-2-ol 
• 1072925-48-4 C₁₂H₁₆O₄ 
• 1072925-41-7 C₁₂H₁₃ClO₂ 
• 1072925-42-8 C₁₂H₁₃FO₂ 
• 1391761-46-8 C₁₃H₁₅NO₄ 
• 1391761-45-7 C₁₃H₁₅NO₄ 
• 1391761-35-5 C₁₂H₁₃NO₄ 
• 1391761-34-4 C₁₂H₁₃NO₄ 
• 1391761-38-8 C₁₂H₁₂FNO₄ 
• 1391761-37-7 C₁₂H₁₂FNO₄ 

Relevant articles and documents

Organocatalyzed Michael-Henry reactions: Enantioselective synthesis of cyclopentanecarbaldehydes via the dienamine organocatalysis of a succinaldehyde surrogate

Asymmetric formal [3+2] cycloadditions of 4-hydroxybut-2-enal, a succinaldehyde surrogate, and nitroalkenes with an organocatalyst provided cyclopentanecarbaldehydes containing four consecutive stereogenic centers with excellent enantioselectivities.

Anodic Oxidation of Unsaturated Aliphatic Ethers in Aqueous Electrolytes

2,5-Dihydrofuran 1 was galvanostatically oxidized in aqueous electrolytes on Pt and PbO2 anodes at current densities of 10 to 50 mA cm-2.Under acidic conditions maleic dialdehyde 2 was obtained on both electrodes with a current efficiency (c.e.) of up to 50percent.In the alkaline region (pH 10) 4-hydroxy crotonic aldehyde 3 (Pt) or 2,5-dihydrofuranone 4 (PbO2) become the main products with c.e.'s of 29percent and 27percent, respectively, depending on the anode material.The influence of pH and of the anode material are discussed in detail. 2,3-Dihydrofuran 7, vinyl ethyl ether 8 and for comparison, furan 9 were studied in addition.