57323-08-7

Basic information

• Product Name: 4-tetrahydropyranyloxy-2-butenal
• Synonyms: 4-tetrahydropyranyloxy-2-butenal
• CAS NO: 57323-08-7
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.21
• Mol File: 57323-08-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 302.9°Cat760mmHg
• Flash Point: 127.9°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.000965mmHg at 25°C
• Refractive Index: 1.47
• CAS DataBase Reference: 4-tetrahydropyranyloxy-2-butenal(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tetrahydropyranyloxy-2-butenal(57323-08-7)
• EPA Substance Registry System: 4-tetrahydropyranyloxy-2-butenal(57323-08-7)

Safety Data

• Hazardous Substances Data: 57323-08-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 1787, 1982 DOI: 10.1021/jo00348a045

InChI:InChI=1/C9H14O3/c10-6-2-4-8-12-9-5-1-3-7-11-9/h2,4,6,9H,1,3,5,7-8H2/b4-2+

Upstream product

• 57323-06-5 (2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 77741-47-0 (E)-4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-en-1-ol 
• 58201-77-7 4-(tetrahydro-2H-pyran-2-yl)oxy-2-butenol 
• 41793-29-7 (Z)-4-chloro-1-<(tetrahydropyran-2-yl)oxy>but-2-ene 

Downstream Products

• 104951-06-6 Ethyl 2-oxo-5-phenylsulfinyl-6-tetrahydropyranyloxy-3a,4,5,6-tetrahydro(3H)benzofuran-5-carboxylate 
• 1264720-67-3 C₁₇H₂₄O₃ 
• 104951-06-6 (5S,6R)-5-Benzenesulfinyl-2-oxo-6-(tetrahydro-pyran-2-yloxymethyl)-2,3,3a,4,5,6-hexahydro-benzofuran-5-carboxylic acid ethyl ester 
• 105897-81-2 Trimethyl-[(1S,5S,6R)-6-((E)-3-methyl-but-1-enyl)-5-(tetrahydro-pyran-2-yloxymethyl)-cyclohex-2-enyloxy]-silane 
• 105897-83-4 (1S,5S,6R)-6-((E)-3-Methyl-but-1-enyl)-5-(tetrahydro-pyran-2-yloxymethyl)-1-vinyl-cyclohex-2-enol 
• 105897-82-3 (5S,6R)-6-((E)-3-Methyl-but-1-enyl)-5-(tetrahydro-pyran-2-yloxymethyl)-cyclohex-2-enone 

Relevant articles and documents

Construction of carbocycles initiated by Cu-catalyzed radical reaction of Cl2C(CN)2

A Cu-catalyzed radical reaction of Cl2C(CN)2 was utilized for stereoselective conversion of unsaturated molecules into functionalized carbocycles. Chloromalononitrile radicals, generated by treating Cl2C(CN)2 with catalytic amounts of CuCl and dppf in refluxing dioxane, intermolecularly reacted with the unsaturated bonds of acyclic or 10-membered compounds. The resultant carboradicals then intramolecularly added to another unsaturated bond to produce 1,2-disubstituted cyclopentane or trans-decalin derivatives. The chemo- and stereoselectivities of these radical cascade reactions are discussed in detail.

Synthesis and characterization of 5-alkoxycarbonyl-4-hydroxymethyl-5-alkyl- pyrroline N-oxide derivatives

The syntheses, analytical properties, and spin trapping behavior of four novel EMPO derivatives, namely 5-ethoxycarbonyl-4-hydroxymethyl-5-methyl- pyrroline N-oxide (EHMPO), 5-ethoxycarbonyl-5-ethyl-4-hydroxymethyl-pyrroline N-oxide (EEHPO), 4-hydroxymethyl-5-methyl-5-propoxycarbonyl-pyrroline N-oxide (HMPPO), and 4-hydroxymethyl-5-methyl-5-iso-propoxycarbonyl-pyrroline N-oxide (HMiPPO), towards different oxygen- and carbon-centered radicals are described.

Oxidation of alcohols by quinolinium chlorochromate

Quinolinium chlorochromate (QCC) is shown to be an efficient reagent for the selective oxidation of primary and secondary alcohols to aldehydes and ketones respectively.