37549-88-5

Basic information

• Product Name: 5-ethylidenenonane
• CAS NO: 37549-88-5
• Molecular Formula: C₁₁H₂₂
• Molecular Weight: 154.2924
• Mol File: 37549-88-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 190.3°C at 760 mmHg
• Flash Point: 45.9°C
• Density: 0.758g/cm³
• Vapor Pressure: 0.754mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: 5-ethylidenenonane(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ethylidenenonane(37549-88-5)
• EPA Substance Registry System: 5-ethylidenenonane(37549-88-5)

Safety Data

• Hazardous Substances Data: 37549-88-5(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 408310-52-1 5,5-bis-ethanesulfonyl-nonane 
• 141-52-6 sodium ethanolate 
• 107-21-1 ethylene glycol 
• 1227261-88-2 5-[1-(benzo[d]thiazol-2-ylsulfonyl)ethyl]nonan-5-ol 
• 502-56-7 nonanone-5 
• 4736-60-1 ethyltriphenylphosphonium iodide 
• 5340-51-2 5-ethyl-nonan-5-ol 
• 7758-99-8 copper(II) sulfate 
• 7553-56-2 iodine 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 109-99-9 tetrahydrofuran 
• 110-89-4 piperidine 

Relevant articles and documents

New methodology for the conversion of epoxides to alkenes

Epoxides have been transformed in good yields to alkenes by a process involving (i) ring-opening of the epoxide with 2-mercaptobenzothiazole, (ii) oxidation of the derived ss-hydroxy thioethers to the corresponding sulfones, and (iii) thermal or base-promoted fragmentation of these sulfones to alkenes. The stereochemistry of the starting epoxide is transfer-red faithfully to the alkene product, because of the SN2 epoxide ring-opening reactions and the antiperiplanar SO2 elimination reaction of the ss- alkoxysulfinate intermediates. This methodology may form the basis of a new protecting group strategy for alkenes.

Highly stereo and chemoselective iron-catalyzed alkenylation of organomagnesium compounds

In the presence of Fe(acac)3, Grignard reagents react readily with alkenyl halides (X = I, Br or Cl) in a THF/NMP mixture to give the cross-coupling products in high yields with an excellent stereoselectivity (≤99.5%). The scope of the reaction is very broad since a vast array of functional groups are tolerated (esters, nitriles, aromatic or aliphatic halides and even ketones). The procedure reported herein is an interesting alternative to the classical Pd- or Ni-catalyzed reactions, especially for preparative organic chemistry.

Direct and Regioselective Transformation of α-Chloro Carbonyl Compounds into Alkenes and Deuterioalkenes

The successive treatment ethyl chloroacetate or chloroacetyl chloride with Grignard reagents and lithium powder leads to symmetrical terminal olefins in a regioselective manner.The best results are obtained with acid chlorides.The influence of the temperature and the reaction time on overall yield of the process are studied; in general, yields are increased by working at low temperature (-60 deg C).Internally substituted olefins are obtained from α-chloro acid chlorides through a similar process.The treatment of α-chloro aldehydes, ketones and carboxylic acid derivatives (esters or acid chlorides) with lithium aluminium hydride or lithium aluminium hydride/aluminium chloride and lithium powder at low temperature (-60 deg C) leads in a regioselective manner to olefins with the same carbon skeleton as the starting carbonyl compound.Reactions with lithium aluminium deuteride lead to incorporation of deuterium at predetermined positions in the alkene.