163748-80-9

Basic information

• Product Name: Oxiranecarboxaldehyde, 3-hexyl-, (2R-trans)- (9CI)
• Synonyms: Oxiranecarboxaldehyde, 3-hexyl-, (2R-trans)- (9CI)
• CAS NO: 163748-80-9
• Molecular Formula: C9H16O2
• Molecular Weight: 156.22214
• Product Categories: ALDEHYDE
• Mol File: 163748-80-9.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 222.8±15.0 °C(Predicted)
• Appearance: /
• Density: 1.011±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Oxiranecarboxaldehyde, 3-hexyl-, (2R-trans)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarboxaldehyde, 3-hexyl-, (2R-trans)- (9CI)(163748-80-9)
• EPA Substance Registry System: Oxiranecarboxaldehyde, 3-hexyl-, (2R-trans)- (9CI)(163748-80-9)

Safety Data

• Hazardous Substances Data: 163748-80-9(Hazardous Substances Data)

Upstream product

• 2463-53-8 non-2-enal 
• 41453-56-9 (Z)-2-nonen-1-ol 
• 90125-52-3 cis-2,3-Epoxy-1-nonanol 
• 31502-14-4 2-nonenyl alcohol 
• 90125-52-3 (+/-)-(2R,3R)-2,3-epoxy-1-nonanol 
• 18829-56-6 (E)-2-Nonenal 
• 147513-36-8 [(2R,3S)-3-hexyloxiran-2-yl]methanol 
• 107796-93-0 [(2R,3R)-3-hexyloxiran-2-yl]methanol 
• 107796-94-1 [(2S,3S)-3-hexyloxiran-2-yl]methanol 

Downstream Products

• 1353053-13-0 (R)-1-(2-phenyl-1H-imidazol-5-yl)heptan-1-ol 
• 1616858-93-5 (2R,6S)-2-hexyl-6-hydroxy-6-methyl-5-(4-nitrophenyl)-2H-pyran-3(6H)-one 
• 1616858-81-1 (2R,6S)-5-benzoyl-2-hexyl-6-hydroxy-6-methyl-2H-pyran-3(6H)-one 

Relevant articles and documents

Borylation and rearrangement of alkynyloxiranes: A stereospecific route to substituted α-enynes

1,3-Enynes are important building blocks in organic synthesis and also constitute the key motif in various bioactive natural products and functional materials. However, synthetic approaches to stereodefined substituted 1,3-enynes remain a challenge, as they are limited to Wittig and cross-coupling reactions. Herein, stereodefined 1,3-enynes, including tetrasubstituted ones, were straightforwardly synthesized from cis or trans-alkynylated oxiranes in good to excellent yields by a one-pot cascade process. The procedure relies on oxirane deprotonation, borylation and a stereospecific rearrangement of the so-formed alkynyloxiranyl borates. This stereospecific process overall transfers the cis or trans-stereochemistry of the starting alkynyloxiranes to the resulting 1,3-enynes.

Stereochemistry and biological activity of chlorinated lipids: A study of danicalipin A and selected diastereomers

The syntheses of (+)-16-epi- and (+)-11,15-di-epi-danicalipin A (2 and 3) are reported. The conformations of the parent diols 5 and 6 as well as the corresponding disulfates 2 and 3 were determined on the basis of J-based configuration analysis and supported by calculations. The impact of configuration on membrane permeability in Gram-negative bacteria and mammalian cell lines was assessed as well as cytotoxicity. Although diastereomer 2 showed similar behavior to natural (+)-danicalipin A (1), strikingly, the more flexible C11,C15-epimer 3 had no effect on permeability and proved equally or more toxic towards multiple cell lines.

An organocatalytic one-pot cascade incorporating the Achmatowicz reaction affording 3-pyrone derivatives

The development of an organocatalytic one-pot cascade for the annulation of simple starting materials: α,β-unsaturated aldehydes, hydrogen peroxide, β-carbonyl compounds and NBS to furnish optically active 3-pyrones in good yield and with excellent enanti