1561-10-0

Basic information

• Product Name: ETHYL 4-METHYLHEXANOATE
• Synonyms: ETHYL 4-METHYLHEXANOATE;4-Methylhexanoic acid ethyl ester
• CAS NO: 1561-10-0
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.24
• EINECS: 216-335-2
• Mol File: 1561-10-0.mol

Chemical Properties

• Melting Point: -66.1°C (estimate)
• Boiling Point: 183.34°C (estimate)
• Flash Point: 59.4°C
• Appearance: /
• Density: 0.8708
• Vapor Pressure: 0.915mmHg at 25°C
• Refractive Index: 1.4051
• CAS DataBase Reference: ETHYL 4-METHYLHEXANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-METHYLHEXANOATE(1561-10-0)
• EPA Substance Registry System: ETHYL 4-METHYLHEXANOATE(1561-10-0)

Safety Data

• Hazardous Substances Data: 1561-10-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H18O2/c1-4-8(3)6-7-9(10)11-5-2/h8H,4-7H2,1-3H3

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 78-78-4 methylbutane 
• 15366-08-2 s-butylmagnesium chloride 
• 140-88-5 ethyl acrylate 
• 64-17-5 ethanol 
• 1113-78-6 tri(sec-butyl)borane 
• 78-76-2 s-butyl bromide 
• 1561-11-1 4-methylhexanoic acid 

Relevant articles and documents

Measuring the Relative Reactivity of the Carbon–Hydrogen Bonds of Alkanes as Nucleophiles

We report quantitative measurements of the relative reactivities of a series of C?H bonds of gaseous or liquid CnH2n+2 alkanes (n=1–8, 29 different C?H bonds) towards in situ generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the drawback of previous model reactions of alkanes with strong electrophiles suffering from C?C cleavage processes, which precluded direct comparison of the relative reactivities of alkane C?H bonds.

Water as the Reaction Medium for Intermolecular C-H Alkane Functionalization in Micellar Catalysis

A series of alkanes CnH2n+2 have been functionalized in water as the reaction medium, using a silver-based catalyst, upon the insertion of carbene (CHCO2Et from N2CHCO2Et) groups into the carbon-hydrogen bonds of hexane, cyclohexane, or 2-methylbutane, among others. The regioselectivity toward the distinct reaction sites is identical to that found in neat alkane, the water-based system allowing the use of a much shorter excess of the hydrocarbon. This is the first example of the intermolecular functionalization of alkanes with this strategy in water. The functionalized alkanes partially undergo the incorporation of a second carbene unit to provide α-(acyloxy)acetates, in an unprecedented tandem reaction of this nature.

Functionalization of CnH2n+2 Alkanes: Supercritical Carbon Dioxide Enhances the Reactivity towards Primary Carbon-Hydrogen Bonds

The functionalization of the primary sites of alkanes is one of the more challenging areas in catalysis. In this context, a novel effect has been discovered that is responsible for an enhancement in the reactivity of the primary C-H bonds of alkanes in a catalytic system. The copper complex Cu(NCMe) (=hydrotris{[3,5-bis(trifluoromethyl)-4-bromo]-pyrazol-1-yl}borate) catalyzes the functionalization of CnH2n+2 with ethyl diazoacetate upon inserting the CHCO2Et unit into C-H bonds. In addition, the selectivity of the reaction toward the primary sites significantly increased relative to that obtained in neat alkane upon using supercritical carbon dioxide as the reaction medium. This was attributed to the effect of the carbon dioxide molecules that withdraw electron density from the fluorine atoms of the ligand, which enhances the electrophilic nature of the metal center. DFT studies validated this proposal.