34218-22-9

Basic information

• Product Name: (2Z)-4-oxopent-2-enal
• Synonyms: 2-Pentenal, 4-oxo-, (Z)-; cis-4-Oxo-2-pentenal
• CAS NO: 34218-22-9
• Molecular Formula: C₅H₆O₂
• Molecular Weight: 98.0999
• Mol File: 34218-22-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 199.5°C at 760 mmHg
• Flash Point: 70.5°C
• Density: 0.989g/cm³
• Vapor Pressure: 0.341mmHg at 25°C
• Refractive Index: 1.427
• CAS DataBase Reference: (2Z)-4-oxopent-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-4-oxopent-2-enal(34218-22-9)
• EPA Substance Registry System: (2Z)-4-oxopent-2-enal(34218-22-9)

Safety Data

• Hazardous Substances Data: 34218-22-9(Hazardous Substances Data)

Upstream product

• 111957-98-3 Pent-4-en-2-ol 
• 534-22-5 2-methylfuran 
• 94145-20-7 ammonium salt of 2,6-dihydroxy-3-(β-hydroxyethyl)-4-methyl-5-cyanopyridine 
• 100-46-9 benzylamine 

Downstream Products

• 93135-89-8 2-(5-methyl-2-furyl)-3-keto-L-gulonolactone 3,6-hemiketal 
• 1632175-10-0 C₂₇H₃₄O₄ 
• 1632174-94-7 C₂₇H₃₄O₄ 
• 1632174-95-8 C₃₂H₃₆O₄ 
• 1632174-96-9 C₃₁H₃₄O₄ 
• 1632174-97-0 C₂₉H₃₈O₄ 
• 1422973-38-3 C₁₈H₁₈O₅ 
• 1422973-25-8 C₁₄H₁₈O₄ 
• 1422973-22-5 C₁₈H₁₈O₄ 
• 100910-03-0 1-(O-benzoyloximino)-2-penten-4-one 
• 1632-76-4 3-methylpyridazine 
• 85806-33-3 (1R,2S,3R,4S)-3-Acetyl-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 100910-04-1 1-oximino-2-penten-4-one 

Relevant articles and documents

Synthetic approaches to phomactins: Novel oxidation of homoallylic alcohols using tetra-n-propylammonium perruthenate

Previous studies of a synthesis of phomactin A had resulted in the synthesis of a 15-methylenebicyclo[9.3.1]pentadecadiene. The next step in the synthesis was to be the epoxidation of this methylenecyclohexane that was hoped would lead to a 1-(hydroxymethyl)cyclohexene by rearrangement of the exocyclic epoxide, but the epoxidation was difficult to carry out regioselectively on advanced intermediates. However, oxidation of a 15-methylenebicyclo[9.3.1]pentadeca-3,7-dien-14-ol using tetra-n-propylammonium perruthenate and N-methylmorpholine-N-oxide led to conversion of this homoallylic alcohol into the corresponding 14-oxobicyclo[9.3.1]pentadeca-1(15),3,7-triene-15-carboxaldehyde in one step. Reduction of this using DIBAL-H gave a promising intermediate for a synthesis of a phomactin. The scope of this oxidation of homoallylic alcohols was briefly investigated.

DERIVATIVES OF AZYINDOLES. 65. SYNTHESIS OF 1-BENZYL-4-METHYL-5-CYANO-6-HYDROXY-7-AZAINDOLINE

Treatment of the ammonium (I) or benzylammonium salt of 2,6-dihydroxy-3-(β-hydroxyethyl)-4-methyl-5-cyanopyridine (II) with a mixture of benzylamine and phosphorus pentoxide yielded 2-benzylamino-3-(β-hydroxyethyl)-4-methyl-5-cyano -6-hydroxypyridine (III), which, when heated with phosphorus oxychloride, is converted to 1-benzyl-4-methyl-5-cyano-6-hydroxy-7-azaindoline (IV).The products of thermal fragmentation of II with benzylamine were studied by the method of chromato-mass spectrometry.In addition to compound III, N,N'-dibenzylurea (V) and the dibenzylamide of malonic acid (VI) were preparatively isolated from the reaction products .The cyclization of I and II to 4-methyl-6-hydroxy-2,3-dihydro-7-azabenzofuran (VII) and 4-methyl-5-cyano-6-hydroxy-2,3-dihydro-7-azabenzofuran (VIII) was carried out.Heating VIII with benzylamine at 200-210 grad C led to compound III.